activity_comment
string
activity_id
int64
assay_chembl_id
string
assay_description
string
assay_type
string
bao_format
string
bao_label
string
canonical_smiles
string
data_validity_comment
null
document_chembl_id
string
document_journal
string
document_year
int64
molecule_chembl_id
string
molecule_pref_name
string
pchembl_value
float64
potential_duplicate
int64
qudt_units
string
record_id
int64
relation
string
src_id
int64
standard_flag
int64
standard_relation
string
standard_type
string
standard_units
string
standard_value
float64
target_chembl_id
string
target_organism
string
target_pref_name
string
target_tax_id
string
text_value
null
type
string
units
string
uo_units
string
value
string
ligand_efficiency__bei
string
ligand_efficiency__le
string
ligand_efficiency__lle
string
ligand_efficiency__sei
string
availability_type
float64
black_box_warning
int64
chirality
int64
first_approval
float64
helm_notation
string
inorganic_flag
int64
max_phase
string
molecule_type
string
natural_product
int64
oral
bool
parenteral
bool
polymer_flag
int64
pref_name
string
prodrug
int64
structure_type
string
therapeutic_flag
bool
topical
bool
usan_stem
string
usan_year
float64
withdrawn_flag
bool
molecule_structures__canonical_smiles
string
molecule_structures__molfile
string
molecule_structures__standard_inchi
string
molecule_structures__standard_inchi_key
string
molecule_properties__alogp
float64
molecule_properties__aromatic_rings
float64
molecule_properties__full_molformula
string
molecule_properties__full_mwt
string
molecule_properties__hba
float64
molecule_properties__hbd
float64
molecule_properties__heavy_atoms
float64
molecule_properties__mw_freebase
float64
molecule_properties__np_likeness_score
string
molecule_properties__num_ro5_violations
float64
molecule_properties__psa
float64
molecule_properties__qed_weighted
float64
molecule_properties__ro3_pass
string
molecule_properties__rtb
float64
molecule_hierarchy__active_chembl_id
string
molecule_hierarchy__molecule_chembl_id
string
molecule_hierarchy__parent_chembl_id
string
molecule_synonyms_flat
string
cross_references_flat
string
assay_category
null
assay_cell_type
string
assay_organism
string
assay_strain
string
assay_subcellular_fraction
string
assay_tax_id
float64
assay_tissue
string
assay_type_assay
string
assay_type_description
string
bao_format_assay
string
bao_label_assay
string
cell_chembl_id
string
confidence_description
string
confidence_score
int64
description
string
document_chembl_id_assay
string
relationship_description
string
relationship_type
string
src_assay_id
null
src_id_assay
int64
target_chembl_id_assay
string
tissue_chembl_id
string
variant_sequence
null
assay_parameters_flat
string
target_organism_enriched
string
target_pref_name_enriched
string
species_group_flag
bool
target_type
string
tax_id
float64
uniprot_accession
string
component_description
string
component_type
string
component_id
float64
n_components
float64
mechanism_of_action
string
action_type
string
direct_interaction
float64
disease_efficacy
float64
mechanism_comment
string
selectivity_comment
string
binding_site_comment
string
mesh_headings
string
efo_terms
string
max_phase_for_ind
string
n_indications
float64
doc__abstract
string
doc__authors
string
doc__doi
string
doc__doi_chembl
null
doc__first_page
string
doc__issue
string
doc__journal
string
doc__patent_id
null
doc__pubmed_id
float64
doc__src_id
int64
doc__title
string
doc__volume
string
doc__year
int64
null
50,645
CHEMBL664848
In vitro inhibition of DNA-dependent protein kinase(DNA-PK) from HeLa (human carcinoma) cells.
B
BAO_0000219
cell-based format
O=c1cc(-c2ccc(-c3csc4ccccc34)cc2)sc(N2CCOCC2)c1
null
CHEMBL1136213
Bioorg Med Chem Lett
2,003
CHEMBL102581
null
6.48
0
http://www.openphacts.org/units/Nanomolar
195,642
=
1
1
=
IC50
nM
330
CHEMBL3142
Homo sapiens
DNA-dependent protein kinase catalytic subunit
9606
null
IC50
uM
UO_0000065
0.33
15.98
0.32
0.99
21.94
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=c1cc(-c2ccc(-c3csc4ccccc34)cc2)sc(N2CCOCC2)c1
RDKit 2D 28 32 0 0 0 0 0 0 0 0999 V2000 2.7917 -0.7667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0792 -0.3625 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.7917 -1.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3750 -0.7750 0.0000 C 0 0 0 0...
InChI=1S/C23H19NO2S2/c25-18-13-22(28-23(14-18)24-9-11-26-12-10-24)17-7-5-16(6-8-17)20-15-27-21-4-2-1-3-19(20)21/h1-8,13-15H,9-12H2
ABOSKNBFTLZPNO-UHFFFAOYSA-N
5.49
4
C23H19NO2S2
405.54
5
0
28
405.54
-1.15
1
29.54
0.45
N
3
CHEMBL102581
CHEMBL102581
CHEMBL102581
null
null
null
HeLa
null
null
null
null
null
B
Binding
BAO_0000219
cell-based format
CHEMBL3308376
Homologous single protein target assigned
8
In vitro inhibition of DNA-dependent protein kinase(DNA-PK) from HeLa (human carcinoma) cells.
CHEMBL1136213
Homologous protein target assigned
H
null
1
CHEMBL3142
null
null
null
Homo sapiens
DNA-dependent protein kinase catalytic subunit
false
SINGLE PROTEIN
9,606
P78527
DNA-dependent protein kinase catalytic subunit
PROTEIN
1,467
1
null
null
null
null
null
null
null
null
null
null
null
6-aryl-2-morpholin-4-yl-4H-pyran-4-ones and 6-aryl-2-morpholin-4-yl-4H-thiopyran-4-ones were synthesised and evaluated as potential inhibitors of the DNA repair enzyme DNA-dependent protein kinase (DNA-PK). Several compounds in each series exhibited superior activity to the chromenone LY294002, and were of comparable p...
Hollick JJ, Golding BT, Hardcastle IR, Martin N, Richardson C, Rigoreau LJ, Smith GC, Griffin RJ.
10.1016/s0960-894x(03)00652-8
null
3083
18
Bioorg Med Chem Lett
null
12,941,339
1
2,6-disubstituted pyran-4-one and thiopyran-4-one inhibitors of DNA-Dependent protein kinase (DNA-PK).
13
2,003
null
50,646
CHEMBL672162
Displacement of [3H]-YM 09151 from D2 receptor
B
BAO_0000357
single protein format
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
null
CHEMBL1136593
Bioorg Med Chem Lett
2,003
CHEMBL352207
null
6.94
0
http://www.openphacts.org/units/Nanomolar
316,535
=
1
1
=
Ki
nM
116
CHEMBL217
Homo sapiens
D(2) dopamine receptor
9606
null
Ki
nM
UO_0000065
116.0
17.52
0.34
3.58
25.89
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
RDKit 2D 28 32 0 0 0 0 0 0 0 0999 V2000 2.5917 -2.4375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4292 -2.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8167 -3.3500 0.0000 C 0 0 0 0...
InChI=1S/C23H26ClN3O/c24-20-7-4-17(5-8-20)16-25-12-14-26(15-13-25)21-9-6-18-2-1-3-19-10-11-27(22(18)19)23(21)28/h1-5,7-8,21H,6,9-16H2
MDCLDPYRUQCBTL-UHFFFAOYSA-N
3.36
2
C23H26ClN3O
395.93
3
0
28
395.93
-0.99
0
26.79
0.8
N
3
CHEMBL352207
CHEMBL352207
CHEMBL352207
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Displacement of [3H]-YM 09151 from D2 receptor
CHEMBL1136593
Homologous protein target assigned
H
null
1
CHEMBL217
null
null
null
Homo sapiens
D(2) dopamine receptor
false
SINGLE PROTEIN
9,606
P14416
D(2) dopamine receptor
PROTEIN
129
1
null
null
null
null
null
null
null
null
null
null
null
5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives were designed, synthesized, and identified as a new series of mixed dopamine D(2)/D(4) receptor antagonists. This series featured a rigid tricyclic ring system as an important pharmacophore core structure for high binding affinity. Molecular m...
Zhao H, Zhang X, Hodgetts K, Thurkauf A, Hammer J, Chandrasekhar J, Kieltyka A, Brodbeck R, Rachwal S, Primus R, Manly C.
10.1016/s0960-894x(02)01056-9
null
701
4
Bioorg Med Chem Lett
null
12,639,562
1
Design, synthesis, and discovery of 5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives: a novel series of mixed dopamine D2/D4 receptor antagonist.
13
2,003
null
50,647
CHEMBL674047
Displacement of [3H]-YM 09151 from D4 receptor
B
BAO_0000357
single protein format
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
null
CHEMBL1136593
Bioorg Med Chem Lett
2,003
CHEMBL352207
null
8.3
0
http://www.openphacts.org/units/Nanomolar
316,535
=
1
1
=
Ki
nM
5
CHEMBL219
Homo sapiens
D(4) dopamine receptor
9606
null
Ki
nM
UO_0000065
5.0
20.97
0.40
4.94
30.99
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
RDKit 2D 28 32 0 0 0 0 0 0 0 0999 V2000 2.5917 -2.4375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4292 -2.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8167 -3.3500 0.0000 C 0 0 0 0...
InChI=1S/C23H26ClN3O/c24-20-7-4-17(5-8-20)16-25-12-14-26(15-13-25)21-9-6-18-2-1-3-19-10-11-27(22(18)19)23(21)28/h1-5,7-8,21H,6,9-16H2
MDCLDPYRUQCBTL-UHFFFAOYSA-N
3.36
2
C23H26ClN3O
395.93
3
0
28
395.93
-0.99
0
26.79
0.8
N
3
CHEMBL352207
CHEMBL352207
CHEMBL352207
null
null
null
null
Homo sapiens
null
null
9,606
null
B
Binding
BAO_0000357
single protein format
null
Direct single protein target assigned
9
Displacement of [3H]-YM 09151 from D4 receptor
CHEMBL1136593
Direct protein target assigned
D
null
1
CHEMBL219
null
null
null
Homo sapiens
D(4) dopamine receptor
false
SINGLE PROTEIN
9,606
P21917
D(4) dopamine receptor
PROTEIN
174
1
null
null
null
null
null
null
null
null
null
null
null
5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives were designed, synthesized, and identified as a new series of mixed dopamine D(2)/D(4) receptor antagonists. This series featured a rigid tricyclic ring system as an important pharmacophore core structure for high binding affinity. Molecular m...
Zhao H, Zhang X, Hodgetts K, Thurkauf A, Hammer J, Chandrasekhar J, Kieltyka A, Brodbeck R, Rachwal S, Primus R, Manly C.
10.1016/s0960-894x(02)01056-9
null
701
4
Bioorg Med Chem Lett
null
12,639,562
1
Design, synthesis, and discovery of 5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives: a novel series of mixed dopamine D2/D4 receptor antagonist.
13
2,003
null
50,648
CHEMBL651981
Displacement of [3H]prazosin from alpha-1 adrenergic receptor of rat brain homogenate
B
BAO_0000019
assay format
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
null
CHEMBL1136593
Bioorg Med Chem Lett
2,003
CHEMBL352207
null
5.64
0
http://www.openphacts.org/units/Nanomolar
316,535
=
1
1
=
Ki
nM
2,284
CHEMBL1907610
Rattus norvegicus
Adrenergic receptor alpha-1
10116
null
Ki
nM
UO_0000065
2284.0
14.25
0.28
2.28
21.06
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
RDKit 2D 28 32 0 0 0 0 0 0 0 0999 V2000 2.5917 -2.4375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4292 -2.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8167 -3.3500 0.0000 C 0 0 0 0...
InChI=1S/C23H26ClN3O/c24-20-7-4-17(5-8-20)16-25-12-14-26(15-13-25)21-9-6-18-2-1-3-19-10-11-27(22(18)19)23(21)28/h1-5,7-8,21H,6,9-16H2
MDCLDPYRUQCBTL-UHFFFAOYSA-N
3.36
2
C23H26ClN3O
395.93
3
0
28
395.93
-0.99
0
26.79
0.8
N
3
CHEMBL352207
CHEMBL352207
CHEMBL352207
null
null
null
null
Rattus norvegicus
null
null
10,116
Brain
B
Binding
BAO_0000019
assay format
null
Multiple direct protein targets may be assigned
5
Displacement of [3H]prazosin from alpha-1 adrenergic receptor of rat brain homogenate
CHEMBL1136593
Direct protein target assigned
D
null
1
CHEMBL1907610
CHEMBL3638188
null
null
Rattus norvegicus
Adrenergic receptor alpha-1
false
PROTEIN FAMILY
10,116
P15823
Alpha-1B adrenergic receptor
PROTEIN
25
3
null
null
null
null
null
null
null
null
null
null
null
5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives were designed, synthesized, and identified as a new series of mixed dopamine D(2)/D(4) receptor antagonists. This series featured a rigid tricyclic ring system as an important pharmacophore core structure for high binding affinity. Molecular m...
Zhao H, Zhang X, Hodgetts K, Thurkauf A, Hammer J, Chandrasekhar J, Kieltyka A, Brodbeck R, Rachwal S, Primus R, Manly C.
10.1016/s0960-894x(02)01056-9
null
701
4
Bioorg Med Chem Lett
null
12,639,562
1
Design, synthesis, and discovery of 5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives: a novel series of mixed dopamine D2/D4 receptor antagonist.
13
2,003
null
50,649
CHEMBL673092
D2 receptor functional activity was measured through reversal of quinpirole inhibited, forskolin stimulated cAMP production from whole cells
F
BAO_0000019
assay format
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
null
CHEMBL1136593
Bioorg Med Chem Lett
2,003
CHEMBL352207
null
7.21
0
http://www.openphacts.org/units/Nanomolar
316,535
=
1
1
=
Ki
nM
62
CHEMBL217
Homo sapiens
D(2) dopamine receptor
9606
null
Ki
nM
UO_0000065
62.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
RDKit 2D 28 32 0 0 0 0 0 0 0 0999 V2000 2.5917 -2.4375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4292 -2.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8167 -3.3500 0.0000 C 0 0 0 0...
InChI=1S/C23H26ClN3O/c24-20-7-4-17(5-8-20)16-25-12-14-26(15-13-25)21-9-6-18-2-1-3-19-10-11-27(22(18)19)23(21)28/h1-5,7-8,21H,6,9-16H2
MDCLDPYRUQCBTL-UHFFFAOYSA-N
3.36
2
C23H26ClN3O
395.93
3
0
28
395.93
-0.99
0
26.79
0.8
N
3
CHEMBL352207
CHEMBL352207
CHEMBL352207
null
null
null
null
null
null
null
null
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
D2 receptor functional activity was measured through reversal of quinpirole inhibited, forskolin stimulated cAMP production from whole cells
CHEMBL1136593
Homologous protein target assigned
H
null
1
CHEMBL217
null
null
null
Homo sapiens
D(2) dopamine receptor
false
SINGLE PROTEIN
9,606
P14416
D(2) dopamine receptor
PROTEIN
129
1
null
null
null
null
null
null
null
null
null
null
null
5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives were designed, synthesized, and identified as a new series of mixed dopamine D(2)/D(4) receptor antagonists. This series featured a rigid tricyclic ring system as an important pharmacophore core structure for high binding affinity. Molecular m...
Zhao H, Zhang X, Hodgetts K, Thurkauf A, Hammer J, Chandrasekhar J, Kieltyka A, Brodbeck R, Rachwal S, Primus R, Manly C.
10.1016/s0960-894x(02)01056-9
null
701
4
Bioorg Med Chem Lett
null
12,639,562
1
Design, synthesis, and discovery of 5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives: a novel series of mixed dopamine D2/D4 receptor antagonist.
13
2,003
null
50,650
CHEMBL879551
D4 receptor functional activity was measured inhibition of quinpirole stimulated [35S]GTP-gamma-S binding from cell membranes.
F
BAO_0000019
assay format
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
null
CHEMBL1136593
Bioorg Med Chem Lett
2,003
CHEMBL352207
null
8.52
0
http://www.openphacts.org/units/Nanomolar
316,535
=
1
1
=
Ki
nM
3
CHEMBL219
Homo sapiens
D(4) dopamine receptor
9606
null
Ki
nM
UO_0000065
3.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1C(N2CCN(Cc3ccc(Cl)cc3)CC2)CCc2cccc3c2N1CC3
RDKit 2D 28 32 0 0 0 0 0 0 0 0999 V2000 2.5917 -2.4375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4292 -2.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8167 -3.3500 0.0000 C 0 0 0 0...
InChI=1S/C23H26ClN3O/c24-20-7-4-17(5-8-20)16-25-12-14-26(15-13-25)21-9-6-18-2-1-3-19-10-11-27(22(18)19)23(21)28/h1-5,7-8,21H,6,9-16H2
MDCLDPYRUQCBTL-UHFFFAOYSA-N
3.36
2
C23H26ClN3O
395.93
3
0
28
395.93
-0.99
0
26.79
0.8
N
3
CHEMBL352207
CHEMBL352207
CHEMBL352207
null
null
null
null
null
null
null
null
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
D4 receptor functional activity was measured inhibition of quinpirole stimulated [35S]GTP-gamma-S binding from cell membranes.
CHEMBL1136593
Homologous protein target assigned
H
null
1
CHEMBL219
null
null
null
Homo sapiens
D(4) dopamine receptor
false
SINGLE PROTEIN
9,606
P21917
D(4) dopamine receptor
PROTEIN
174
1
null
null
null
null
null
null
null
null
null
null
null
5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives were designed, synthesized, and identified as a new series of mixed dopamine D(2)/D(4) receptor antagonists. This series featured a rigid tricyclic ring system as an important pharmacophore core structure for high binding affinity. Molecular m...
Zhao H, Zhang X, Hodgetts K, Thurkauf A, Hammer J, Chandrasekhar J, Kieltyka A, Brodbeck R, Rachwal S, Primus R, Manly C.
10.1016/s0960-894x(02)01056-9
null
701
4
Bioorg Med Chem Lett
null
12,639,562
1
Design, synthesis, and discovery of 5-piperazinyl-1,2,6,7-tetrahydro-5H-azepino[3,2,1-hi]indol-4-one derivatives: a novel series of mixed dopamine D2/D4 receptor antagonist.
13
2,003
null
50,651
CHEMBL649313
Binding affinity towards Angiotensin II receptor, type 1 in rat aortic smooth muscle cells using 0.2 nM [125I]-labeled Sar-Ile-angiotensin II
B
BAO_0000019
assay format
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
null
CHEMBL1145765
Bioorg Med Chem Lett
2,003
CHEMBL12013
null
8.7
0
http://www.openphacts.org/units/Nanomolar
10,601
=
1
1
=
Ki
nM
2
CHEMBL2094250
Rattus norvegicus
Angiotensin II receptor (AT-1) type-1
10116
null
Ki
nM
UO_0000065
2.0
15.91
0.30
2.53
8.12
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
RDKit 2D 39 43 0 0 0 0 0 0 0 0999 V2000 4.2417 -0.6500 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0333 -0.6500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9500 0.5958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 -0.3042 0.0000 C 0 0 0 0...
InChI=1S/C30H34N4O4S/c1-5-10-28-31-25-12-7-8-13-26(35)29(25)34(28)18-22-15-16-23(19(2)17-22)24-11-6-9-14-27(24)39(36,37)33-30-20(3)21(4)32-38-30/h6,9,11,14-17,33H,5,7-8,10,12-13,18H2,1-4H3
GUILESAVAVIDIH-UHFFFAOYSA-N
6.17
4
C30H34N4O4S
546.69
7
1
39
546.69
-1.39
2
107.09
0.26
N
8
CHEMBL12013
CHEMBL12013
CHEMBL12013
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Multiple homologous protein targets may be assigned
4
Binding affinity towards Angiotensin II receptor, type 1 in rat aortic smooth muscle cells using 0.2 nM [125I]-labeled Sar-Ile-angiotensin II
CHEMBL1145765
Homologous protein target assigned
H
null
1
CHEMBL2094250
null
null
null
Rattus norvegicus
Angiotensin II receptor (AT-1) type-1
false
PROTEIN FAMILY
10,116
P29089
Type-1 angiotensin II receptor B
PROTEIN
1,661
2
null
null
null
null
null
null
null
null
null
null
null
A series of 4'-[(imidazol-1-yl)methyl]biphenylsulfonamides has potent antagonist activity against both angiotensin II AT(1) and endothelin ET(A) receptors. Such dual-acting antagonists could have utility in the treatment of hypertension, heart failure, and other cardiovascular diseases in a broad patient population. Ce...
Tellew JE, Baska RA, Beyer SM, Carlson KE, Cornelius LA, Fadnis L, Gu Z, Kunst BL, Kowala MC, Monshizadegan H, Murugesan N, Ryan CS, Valentine MT, Yang Y, Macor JE.
10.1016/s0960-894x(03)00018-0
null
1093
6
Bioorg Med Chem Lett
null
12,643,919
1
Discovery of 4'-[(imidazol-1-yl)methyl]biphenyl-2-sulfonamides as dual endothelin/angiotensin II receptor antagonists.
13
2,003
null
50,652
CHEMBL678556
Binding affinity towards human ETA receptor expressed in CHO-K1 cells in the presence of 0.05 nM [125I]-labeled endothelin 1
B
BAO_0000219
cell-based format
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
null
CHEMBL1145765
Bioorg Med Chem Lett
2,003
CHEMBL12013
null
7.89
0
http://www.openphacts.org/units/Nanomolar
10,601
=
1
1
=
Ki
nM
13
CHEMBL252
Homo sapiens
Endothelin-1 receptor
9606
null
Ki
nM
UO_0000065
13.0
14.43
0.28
1.72
7.36
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
RDKit 2D 39 43 0 0 0 0 0 0 0 0999 V2000 4.2417 -0.6500 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0333 -0.6500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9500 0.5958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 -0.3042 0.0000 C 0 0 0 0...
InChI=1S/C30H34N4O4S/c1-5-10-28-31-25-12-7-8-13-26(35)29(25)34(28)18-22-15-16-23(19(2)17-22)24-11-6-9-14-27(24)39(36,37)33-30-20(3)21(4)32-38-30/h6,9,11,14-17,33H,5,7-8,10,12-13,18H2,1-4H3
GUILESAVAVIDIH-UHFFFAOYSA-N
6.17
4
C30H34N4O4S
546.69
7
1
39
546.69
-1.39
2
107.09
0.26
N
8
CHEMBL12013
CHEMBL12013
CHEMBL12013
null
null
null
CHO-K1
null
null
null
null
null
B
Binding
BAO_0000219
cell-based format
CHEMBL3307512
Homologous single protein target assigned
8
Binding affinity towards human ETA receptor expressed in CHO-K1 cells in the presence of 0.05 nM [125I]-labeled endothelin 1
CHEMBL1145765
Homologous protein target assigned
H
null
1
CHEMBL252
null
null
null
Homo sapiens
Endothelin-1 receptor
false
SINGLE PROTEIN
9,606
P25101
Endothelin-1 receptor
PROTEIN
234
1
null
null
null
null
null
null
null
null
null
null
null
A series of 4'-[(imidazol-1-yl)methyl]biphenylsulfonamides has potent antagonist activity against both angiotensin II AT(1) and endothelin ET(A) receptors. Such dual-acting antagonists could have utility in the treatment of hypertension, heart failure, and other cardiovascular diseases in a broad patient population. Ce...
Tellew JE, Baska RA, Beyer SM, Carlson KE, Cornelius LA, Fadnis L, Gu Z, Kunst BL, Kowala MC, Monshizadegan H, Murugesan N, Ryan CS, Valentine MT, Yang Y, Macor JE.
10.1016/s0960-894x(03)00018-0
null
1093
6
Bioorg Med Chem Lett
null
12,643,919
1
Discovery of 4'-[(imidazol-1-yl)methyl]biphenyl-2-sulfonamides as dual endothelin/angiotensin II receptor antagonists.
13
2,003
null
50,653
CHEMBL775502
Compound at peroral dose 30 uM/kg was tested in vivo for the inhibition of angiotensin II (A II) pressor effect in rat
F
BAO_0000218
organism-based format
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
null
CHEMBL1145765
Bioorg Med Chem Lett
2,003
CHEMBL12013
null
null
0
null
10,601
=
1
0
=
AOC
null
1,200
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
AOC
null
null
1200.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
RDKit 2D 39 43 0 0 0 0 0 0 0 0999 V2000 4.2417 -0.6500 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0333 -0.6500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9500 0.5958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 -0.3042 0.0000 C 0 0 0 0...
InChI=1S/C30H34N4O4S/c1-5-10-28-31-25-12-7-8-13-26(35)29(25)34(28)18-22-15-16-23(19(2)17-22)24-11-6-9-14-27(24)39(36,37)33-30-20(3)21(4)32-38-30/h6,9,11,14-17,33H,5,7-8,10,12-13,18H2,1-4H3
GUILESAVAVIDIH-UHFFFAOYSA-N
6.17
4
C30H34N4O4S
546.69
7
1
39
546.69
-1.39
2
107.09
0.26
N
8
CHEMBL12013
CHEMBL12013
CHEMBL12013
null
null
null
null
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Compound at peroral dose 30 uM/kg was tested in vivo for the inhibition of angiotensin II (A II) pressor effect in rat
CHEMBL1145765
Non-molecular target assigned
N
null
1
CHEMBL376
null
null
null
Rattus norvegicus
Rattus norvegicus
false
ORGANISM
10,116
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A series of 4'-[(imidazol-1-yl)methyl]biphenylsulfonamides has potent antagonist activity against both angiotensin II AT(1) and endothelin ET(A) receptors. Such dual-acting antagonists could have utility in the treatment of hypertension, heart failure, and other cardiovascular diseases in a broad patient population. Ce...
Tellew JE, Baska RA, Beyer SM, Carlson KE, Cornelius LA, Fadnis L, Gu Z, Kunst BL, Kowala MC, Monshizadegan H, Murugesan N, Ryan CS, Valentine MT, Yang Y, Macor JE.
10.1016/s0960-894x(03)00018-0
null
1093
6
Bioorg Med Chem Lett
null
12,643,919
1
Discovery of 4'-[(imidazol-1-yl)methyl]biphenyl-2-sulfonamides as dual endothelin/angiotensin II receptor antagonists.
13
2,003
null
50,654
CHEMBL775126
Maximum blood pressure decrease in rats
F
BAO_0000218
organism-based format
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
null
CHEMBL1145765
Bioorg Med Chem Lett
2,003
CHEMBL12013
null
null
0
http://qudt.org/vocab/unit#Percent
10,601
=
1
0
=
BP
%
23
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
BP
%
UO_0000187
23.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCc1nc2c(n1Cc1ccc(-c3ccccc3S(=O)(=O)Nc3onc(C)c3C)c(C)c1)C(=O)CCCC2
RDKit 2D 39 43 0 0 0 0 0 0 0 0999 V2000 4.2417 -0.6500 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.0333 -0.6500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9500 0.5958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7833 -0.3042 0.0000 C 0 0 0 0...
InChI=1S/C30H34N4O4S/c1-5-10-28-31-25-12-7-8-13-26(35)29(25)34(28)18-22-15-16-23(19(2)17-22)24-11-6-9-14-27(24)39(36,37)33-30-20(3)21(4)32-38-30/h6,9,11,14-17,33H,5,7-8,10,12-13,18H2,1-4H3
GUILESAVAVIDIH-UHFFFAOYSA-N
6.17
4
C30H34N4O4S
546.69
7
1
39
546.69
-1.39
2
107.09
0.26
N
8
CHEMBL12013
CHEMBL12013
CHEMBL12013
null
null
null
null
Rattus norvegicus
null
null
10,116
Blood
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Maximum blood pressure decrease in rats
CHEMBL1145765
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638178
null
null
Rattus norvegicus
Rattus norvegicus
false
ORGANISM
10,116
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A series of 4'-[(imidazol-1-yl)methyl]biphenylsulfonamides has potent antagonist activity against both angiotensin II AT(1) and endothelin ET(A) receptors. Such dual-acting antagonists could have utility in the treatment of hypertension, heart failure, and other cardiovascular diseases in a broad patient population. Ce...
Tellew JE, Baska RA, Beyer SM, Carlson KE, Cornelius LA, Fadnis L, Gu Z, Kunst BL, Kowala MC, Monshizadegan H, Murugesan N, Ryan CS, Valentine MT, Yang Y, Macor JE.
10.1016/s0960-894x(03)00018-0
null
1093
6
Bioorg Med Chem Lett
null
12,643,919
1
Discovery of 4'-[(imidazol-1-yl)methyl]biphenyl-2-sulfonamides as dual endothelin/angiotensin II receptor antagonists.
13
2,003
null
50,655
CHEMBL857692
Inhibitory concentration against HCV NS3 protease was determined
B
BAO_0000357
single protein format
CC[C@H](NC(=O)[C@H](CC1CCCCC1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)c1cnccn1)[C@@H](C)CC)C(=O)C(=O)NCc1ccccc1
null
CHEMBL1136650
Bioorg Med Chem Lett
2,003
CHEMBL13447
null
4.96
0
http://www.openphacts.org/units/Nanomolar
12,759
=
1
1
=
IC50
nM
11,000
CHEMBL4620
Hepatitis C virus genotype 1a (isolate 1) (HCV)
Genome polyprotein
11104
null
IC50
uM
UO_0000065
11.0
7.02
0.13
1.57
2.63
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC[C@H](NC(=O)[C@H](CC1CCCCC1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)c1cnccn1)[C@@H](C)CC)C(=O)C(=O)NCc1ccccc1
RDKit 2D 51 53 0 0 1 0 0 0 0 0999 V2000 9.0500 -2.9542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7625 -2.9542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3292 -2.9542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6167 -3.3667 0.0000 C 0 0 0 0...
InChI=1S/C38H55N7O6/c1-6-25(5)32(45-35(48)29(20-24(3)4)43-36(49)31-23-39-18-19-40-31)37(50)44-30(21-26-14-10-8-11-15-26)34(47)42-28(7-2)33(46)38(51)41-22-27-16-12-9-13-17-27/h9,12-13,16-19,23-26,28-30,32H,6-8,10-11,14-15,20-22H2,1-5H3,(H,41,51)(H,42,47)(H,43,49)(H,44,50)(H,45,48)/t25-,28-,29-,30-,32-/m0/s1
LPBCOZYJBRHXCB-HNXJGGLFSA-N
3.39
2
C38H55N7O6
705.90
8
5
51
705.9
-0.44
1
188.35
0.14
N
19
CHEMBL13447
CHEMBL13447
CHEMBL13447
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory concentration against HCV NS3 protease was determined
CHEMBL1136650
Homologous protein target assigned
H
null
1
CHEMBL4620
null
null
null
Hepatitis C virus genotype 1a (isolate 1) (HCV)
Genome polyprotein
false
SINGLE PROTEIN
11,104
P26664
Genome polyprotein
PROTEIN
5,042
1
null
null
null
null
null
null
null
null
null
null
null
Using a tetrapeptide-based alpha-ketoamide template, various amines and amino acids were incorporated to explore the prime side of the HCV NS3 protease catalytic site. Glycine carboxylic acid was found to be the most effective prime group. Further optimization yielded an inhibitor with IC(50) of 0.060 microM.
Han W, Hu Z, Jiang X, Wasserman ZR, Decicco CP.
10.1016/s0960-894x(03)00031-3
null
1111
6
Bioorg Med Chem Lett
null
12,643,923
1
Glycine alpha-ketoamides as HCV NS3 protease inhibitors.
13
2,003
null
50,657
CHEMBL687057
Inhibition of human colon carcinoma (HCT116) cell proliferation
F
BAO_0000219
cell-based format
O=C1NC(=O)c2c1c1nc3ccccc3cc1c1[nH]c3ccccc3c21
null
CHEMBL1136670
Bioorg Med Chem Lett
2,003
CHEMBL282276
null
5.26
0
http://www.openphacts.org/units/Nanomolar
27,347
=
1
1
=
IC50
nM
5,510
CHEMBL394
Homo sapiens
HCT-116
9606
null
IC50
uM
UO_0000065
5.51
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1NC(=O)c2c1c1nc3ccccc3cc1c1[nH]c3ccccc3c21
RDKit 2D 26 31 0 0 0 0 0 0 0 0999 V2000 1.4375 0.0875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6042 0.0083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6125 0.9083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7625 -1.4292 0.0000 C 0 0 0 0...
InChI=1S/C21H11N3O2/c25-20-16-15-11-6-2-4-8-14(11)23-18(15)12-9-10-5-1-3-7-13(10)22-19(12)17(16)21(26)24-20/h1-9,23H,(H,24,25,26)
NZMMZWZWITYZSS-UHFFFAOYSA-N
3.91
5
C21H11N3O2
337.34
3
2
26
337.34
0.04
0
74.85
0.33
N
0
CHEMBL282276
CHEMBL282276
CHEMBL282276
null
null
null
HCT-116
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3308372
Target assigned is non-molecular
1
Inhibition of human colon carcinoma (HCT116) cell proliferation
CHEMBL1136670
Non-molecular target assigned
N
null
1
CHEMBL394
null
null
null
Homo sapiens
HCT-116
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A novel series of pyrrolo[3,4-c] carbazoles fused with a quinolinyl/isoquinolinyl moiety were synthesized and their D1/CDK4 inhibitory and antiproliferative activity were evaluated. Compound 8H, 14H-isoquinolinyl[6,5-a]-pyrrolo[3,4-c]carbazole-7,9-dione (1d) was found to be a highly potent D1/CDK4 inhibitor with an IC(...
Zhu G, Conner S, Zhou X, Shih C, Brooks HB, Considine E, Dempsey JA, Ogg C, Patel B, Schultz RM, Spencer CD, Teicher B, Watkins SA.
10.1016/s0960-894x(03)00133-1
null
1231
7
Bioorg Med Chem Lett
null
12,657,252
1
Synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin D1/CDK4 inhibitors.
13
2,003
null
50,658
CHEMBL872838
Inhibition of non-small cell lung carcinoma (NCI-460) cell proliferation
F
BAO_0000219
cell-based format
O=C1NC(=O)c2c1c1nc3ccccc3cc1c1[nH]c3ccccc3c21
null
CHEMBL1136670
Bioorg Med Chem Lett
2,003
CHEMBL282276
null
5.39
0
http://www.openphacts.org/units/Nanomolar
27,347
=
1
1
=
IC50
nM
4,040
CHEMBL396
Homo sapiens
NCI-H460
9606
null
IC50
uM
UO_0000065
4.04
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1NC(=O)c2c1c1nc3ccccc3cc1c1[nH]c3ccccc3c21
RDKit 2D 26 31 0 0 0 0 0 0 0 0999 V2000 1.4375 0.0875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6042 0.0083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6125 0.9083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7625 -1.4292 0.0000 C 0 0 0 0...
InChI=1S/C21H11N3O2/c25-20-16-15-11-6-2-4-8-14(11)23-18(15)12-9-10-5-1-3-7-13(10)22-19(12)17(16)21(26)24-20/h1-9,23H,(H,24,25,26)
NZMMZWZWITYZSS-UHFFFAOYSA-N
3.91
5
C21H11N3O2
337.34
3
2
26
337.34
0.04
0
74.85
0.33
N
0
CHEMBL282276
CHEMBL282276
CHEMBL282276
null
null
null
NCI-H460
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3307677
Target assigned is non-molecular
1
Inhibition of non-small cell lung carcinoma (NCI-460) cell proliferation
CHEMBL1136670
Non-molecular target assigned
N
null
1
CHEMBL396
null
null
null
Homo sapiens
NCI-H460
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A novel series of pyrrolo[3,4-c] carbazoles fused with a quinolinyl/isoquinolinyl moiety were synthesized and their D1/CDK4 inhibitory and antiproliferative activity were evaluated. Compound 8H, 14H-isoquinolinyl[6,5-a]-pyrrolo[3,4-c]carbazole-7,9-dione (1d) was found to be a highly potent D1/CDK4 inhibitor with an IC(...
Zhu G, Conner S, Zhou X, Shih C, Brooks HB, Considine E, Dempsey JA, Ogg C, Patel B, Schultz RM, Spencer CD, Teicher B, Watkins SA.
10.1016/s0960-894x(03)00133-1
null
1231
7
Bioorg Med Chem Lett
null
12,657,252
1
Synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin D1/CDK4 inhibitors.
13
2,003
null
50,659
CHEMBL666090
Inhibitory activity against cyclin D1/ (cyclin dependent kinase) CDK4
B
BAO_0000223
protein complex format
CN(C)CCCn1c2ccccc2c2c3c(c4c5ccccc5cnc4c21)C(=O)NC3=O
null
CHEMBL1136670
Bioorg Med Chem Lett
2,003
CHEMBL21042
null
6.77
0
http://www.openphacts.org/units/Nanomolar
27,340
=
1
1
=
IC50
nM
170
CHEMBL1907601
Homo sapiens
Cyclin-dependent kinase 4/cyclin D1
9606
null
IC50
uM
UO_0000065
0.17
16.02
0.29
2.44
10.07
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CN(C)CCCn1c2ccccc2c2c3c(c4c5ccccc5cnc4c21)C(=O)NC3=O
RDKit 2D 32 37 0 0 0 0 0 0 0 0999 V2000 -1.3333 -1.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8458 -0.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9958 0.7583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1708 0.8458 0.0000 C 0 0 0 0...
InChI=1S/C26H22N4O2/c1-29(2)12-7-13-30-18-11-6-5-10-17(18)20-22-21(25(31)28-26(22)32)19-16-9-4-3-8-15(16)14-27-23(19)24(20)30/h3-6,8-11,14H,7,12-13H2,1-2H3,(H,28,31,32)
KAXKXSIEQWCCLP-UHFFFAOYSA-N
4.33
5
C26H22N4O2
422.49
5
1
32
422.49
-0.38
0
67.23
0.35
N
4
CHEMBL21042
CHEMBL21042
CHEMBL21042
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000223
protein complex format
null
Homologous protein complex subunits assigned
6
Inhibitory activity against cyclin D1/ (cyclin dependent kinase) CDK4
CHEMBL1136670
Homologous protein target assigned
H
null
1
CHEMBL1907601
null
null
null
Homo sapiens
Cyclin-dependent kinase 4/cyclin D1
false
PROTEIN COMPLEX
9,606
P11802
Cyclin-dependent kinase 4
PROTEIN
17
2
null
null
null
null
null
null
null
null
null
null
null
A novel series of pyrrolo[3,4-c] carbazoles fused with a quinolinyl/isoquinolinyl moiety were synthesized and their D1/CDK4 inhibitory and antiproliferative activity were evaluated. Compound 8H, 14H-isoquinolinyl[6,5-a]-pyrrolo[3,4-c]carbazole-7,9-dione (1d) was found to be a highly potent D1/CDK4 inhibitor with an IC(...
Zhu G, Conner S, Zhou X, Shih C, Brooks HB, Considine E, Dempsey JA, Ogg C, Patel B, Schultz RM, Spencer CD, Teicher B, Watkins SA.
10.1016/s0960-894x(03)00133-1
null
1231
7
Bioorg Med Chem Lett
null
12,657,252
1
Synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin D1/CDK4 inhibitors.
13
2,003
null
50,660
CHEMBL687057
Inhibition of human colon carcinoma (HCT116) cell proliferation
F
BAO_0000219
cell-based format
CN(C)CCCn1c2ccccc2c2c3c(c4c5ccccc5cnc4c21)C(=O)NC3=O
null
CHEMBL1136670
Bioorg Med Chem Lett
2,003
CHEMBL21042
null
6.51
0
http://www.openphacts.org/units/Nanomolar
27,340
=
1
1
=
IC50
nM
310
CHEMBL394
Homo sapiens
HCT-116
9606
null
IC50
uM
UO_0000065
0.31
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CN(C)CCCn1c2ccccc2c2c3c(c4c5ccccc5cnc4c21)C(=O)NC3=O
RDKit 2D 32 37 0 0 0 0 0 0 0 0999 V2000 -1.3333 -1.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8458 -0.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9958 0.7583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1708 0.8458 0.0000 C 0 0 0 0...
InChI=1S/C26H22N4O2/c1-29(2)12-7-13-30-18-11-6-5-10-17(18)20-22-21(25(31)28-26(22)32)19-16-9-4-3-8-15(16)14-27-23(19)24(20)30/h3-6,8-11,14H,7,12-13H2,1-2H3,(H,28,31,32)
KAXKXSIEQWCCLP-UHFFFAOYSA-N
4.33
5
C26H22N4O2
422.49
5
1
32
422.49
-0.38
0
67.23
0.35
N
4
CHEMBL21042
CHEMBL21042
CHEMBL21042
null
null
null
HCT-116
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3308372
Target assigned is non-molecular
1
Inhibition of human colon carcinoma (HCT116) cell proliferation
CHEMBL1136670
Non-molecular target assigned
N
null
1
CHEMBL394
null
null
null
Homo sapiens
HCT-116
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A novel series of pyrrolo[3,4-c] carbazoles fused with a quinolinyl/isoquinolinyl moiety were synthesized and their D1/CDK4 inhibitory and antiproliferative activity were evaluated. Compound 8H, 14H-isoquinolinyl[6,5-a]-pyrrolo[3,4-c]carbazole-7,9-dione (1d) was found to be a highly potent D1/CDK4 inhibitor with an IC(...
Zhu G, Conner S, Zhou X, Shih C, Brooks HB, Considine E, Dempsey JA, Ogg C, Patel B, Schultz RM, Spencer CD, Teicher B, Watkins SA.
10.1016/s0960-894x(03)00133-1
null
1231
7
Bioorg Med Chem Lett
null
12,657,252
1
Synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin D1/CDK4 inhibitors.
13
2,003
null
50,661
CHEMBL872838
Inhibition of non-small cell lung carcinoma (NCI-460) cell proliferation
F
BAO_0000219
cell-based format
CN(C)CCCn1c2ccccc2c2c3c(c4c5ccccc5cnc4c21)C(=O)NC3=O
null
CHEMBL1136670
Bioorg Med Chem Lett
2,003
CHEMBL21042
null
6.43
0
http://www.openphacts.org/units/Nanomolar
27,340
=
1
1
=
IC50
nM
370
CHEMBL396
Homo sapiens
NCI-H460
9606
null
IC50
uM
UO_0000065
0.37
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CN(C)CCCn1c2ccccc2c2c3c(c4c5ccccc5cnc4c21)C(=O)NC3=O
RDKit 2D 32 37 0 0 0 0 0 0 0 0999 V2000 -1.3333 -1.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8458 -0.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9958 0.7583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1708 0.8458 0.0000 C 0 0 0 0...
InChI=1S/C26H22N4O2/c1-29(2)12-7-13-30-18-11-6-5-10-17(18)20-22-21(25(31)28-26(22)32)19-16-9-4-3-8-15(16)14-27-23(19)24(20)30/h3-6,8-11,14H,7,12-13H2,1-2H3,(H,28,31,32)
KAXKXSIEQWCCLP-UHFFFAOYSA-N
4.33
5
C26H22N4O2
422.49
5
1
32
422.49
-0.38
0
67.23
0.35
N
4
CHEMBL21042
CHEMBL21042
CHEMBL21042
null
null
null
NCI-H460
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3307677
Target assigned is non-molecular
1
Inhibition of non-small cell lung carcinoma (NCI-460) cell proliferation
CHEMBL1136670
Non-molecular target assigned
N
null
1
CHEMBL396
null
null
null
Homo sapiens
NCI-H460
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A novel series of pyrrolo[3,4-c] carbazoles fused with a quinolinyl/isoquinolinyl moiety were synthesized and their D1/CDK4 inhibitory and antiproliferative activity were evaluated. Compound 8H, 14H-isoquinolinyl[6,5-a]-pyrrolo[3,4-c]carbazole-7,9-dione (1d) was found to be a highly potent D1/CDK4 inhibitor with an IC(...
Zhu G, Conner S, Zhou X, Shih C, Brooks HB, Considine E, Dempsey JA, Ogg C, Patel B, Schultz RM, Spencer CD, Teicher B, Watkins SA.
10.1016/s0960-894x(03)00133-1
null
1231
7
Bioorg Med Chem Lett
null
12,657,252
1
Synthesis of quinolinyl/isoquinolinyl[a]pyrrolo [3,4-c] carbazoles as cyclin D1/CDK4 inhibitors.
13
2,003
null
50,662
CHEMBL717661
Agonist activity at human melanocortin receptor (hMC4R).
F
BAO_0000019
assay format
CCCCC(=O)N[C@@H]1CC(=O)NCCCC[C@@H](C(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)[C@H](Cc2ccccc2)NC(=O)C2(CCc3cccc(Br)c3C2)NC1=O
null
CHEMBL1136685
Bioorg Med Chem Lett
2,003
CHEMBL406636
null
6.75
0
http://www.openphacts.org/units/Nanomolar
35,596
=
1
1
=
EC50
nM
176
CHEMBL259
Homo sapiens
Melanocortin receptor 4
9606
null
EC50
nM
UO_0000065
176.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCCC(=O)N[C@@H]1CC(=O)NCCCC[C@@H](C(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)[C@H](Cc2ccccc2)NC(=O)C2(CCc3cccc(Br)c3C2)NC1=O
RDKit 2D 73 78 0 0 1 0 0 0 0 0999 V2000 2.6167 -2.2792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1417 -3.1500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2792 -1.5167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0917 -1.0792 0.0000 N 0 0 0 0...
InChI=1S/C52H67BrN12O8/c1-2-3-21-43(66)60-42-28-44(67)57-24-10-9-19-38(45(54)68)61-48(71)41(27-33-30-59-37-18-8-7-16-34(33)37)63-46(69)39(20-12-25-58-51(55)56)62-47(70)40(26-31-13-5-4-6-14-31)64-50(73)52(65-49(42)72)23-22-32-15-11-17-36(53)35(32)29-52/h4-8,11,13-18,30,38-42,59H,2-3,9-10,12,19-29H2,1H3,(H2,54,68)(H,57,6...
DAMMNACWKQPCOS-MVZZTEKNSA-N
null
null
C52H67BrN12O8
1068.09
null
null
null
1,068.09
null
null
null
null
null
null
CHEMBL406636
CHEMBL406636
CHEMBL406636
null
null
null
null
null
null
null
null
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Agonist activity at human melanocortin receptor (hMC4R).
CHEMBL1136685
Homologous protein target assigned
H
null
1
CHEMBL259
null
null
null
Homo sapiens
Melanocortin receptor 4
false
SINGLE PROTEIN
9,606
P32245
Melanocortin receptor 4
PROTEIN
1,215
1
null
null
null
null
null
null
null
null
null
null
null
A series of MT-II related cyclic peptides, based on potent but non-selective hMC4R agonist (Penta-c[Asp-His(6)-DPhe(7)-Arg(8)-Trp(9)-Lys]-NH(2)) was prepared in which His(6) residue was systematically substituted. Two of the most interesting peptides identified in this study are Penta-c[Asp-5-ClAtc-DPhe-Arg-Trp-Lys]-NH...
Cheung AW, Danho W, Swistok J, Qi L, Kurylko G, Rowan K, Yeon M, Franco L, Chu XJ, Chen L, Yagaloff K.
10.1016/s0960-894x(03)00114-8
null
1307
7
Bioorg Med Chem Lett
null
12,657,270
1
Structure-activity relationship of cyclic peptide penta-c[Asp-His(6)-DPhe(7)-Arg(8)-Trp(9)-Lys]-NH(2) at the human melanocortin-1 and -4 receptors: His(6) substitution.
13
2,003
null
50,663
CHEMBL717657
Agonistic activity against human melanocortin receptor (hMC1R) for cAMP accumulation at a concentration of 50 uM
F
BAO_0000019
assay format
CCCCC(=O)N[C@@H]1CC(=O)NCCCC[C@@H](C(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)[C@H](Cc2ccccc2)NC(=O)C2(CCc3cccc(Br)c3C2)NC1=O
null
CHEMBL1136685
Bioorg Med Chem Lett
2,003
CHEMBL406636
null
null
0
http://qudt.org/vocab/unit#Percent
35,596
=
1
0
=
cAMP accumulation
%
60
CHEMBL3795
Homo sapiens
Melanocyte-stimulating hormone receptor
9606
null
cAMP accumulation
%
UO_0000187
60.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCCC(=O)N[C@@H]1CC(=O)NCCCC[C@@H](C(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)[C@H](Cc2ccccc2)NC(=O)C2(CCc3cccc(Br)c3C2)NC1=O
RDKit 2D 73 78 0 0 1 0 0 0 0 0999 V2000 2.6167 -2.2792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1417 -3.1500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2792 -1.5167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0917 -1.0792 0.0000 N 0 0 0 0...
InChI=1S/C52H67BrN12O8/c1-2-3-21-43(66)60-42-28-44(67)57-24-10-9-19-38(45(54)68)61-48(71)41(27-33-30-59-37-18-8-7-16-34(33)37)63-46(69)39(20-12-25-58-51(55)56)62-47(70)40(26-31-13-5-4-6-14-31)64-50(73)52(65-49(42)72)23-22-32-15-11-17-36(53)35(32)29-52/h4-8,11,13-18,30,38-42,59H,2-3,9-10,12,19-29H2,1H3,(H2,54,68)(H,57,6...
DAMMNACWKQPCOS-MVZZTEKNSA-N
null
null
C52H67BrN12O8
1068.09
null
null
null
1,068.09
null
null
null
null
null
null
CHEMBL406636
CHEMBL406636
CHEMBL406636
null
null
null
null
null
null
null
null
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Agonistic activity against human melanocortin receptor (hMC1R) for cAMP accumulation at a concentration of 50 uM
CHEMBL1136685
Homologous protein target assigned
H
null
1
CHEMBL3795
null
null
null
Homo sapiens
Melanocyte-stimulating hormone receptor
false
SINGLE PROTEIN
9,606
Q01726
Melanocyte-stimulating hormone receptor
PROTEIN
2,113
1
null
null
null
null
null
null
null
null
null
null
null
A series of MT-II related cyclic peptides, based on potent but non-selective hMC4R agonist (Penta-c[Asp-His(6)-DPhe(7)-Arg(8)-Trp(9)-Lys]-NH(2)) was prepared in which His(6) residue was systematically substituted. Two of the most interesting peptides identified in this study are Penta-c[Asp-5-ClAtc-DPhe-Arg-Trp-Lys]-NH...
Cheung AW, Danho W, Swistok J, Qi L, Kurylko G, Rowan K, Yeon M, Franco L, Chu XJ, Chen L, Yagaloff K.
10.1016/s0960-894x(03)00114-8
null
1307
7
Bioorg Med Chem Lett
null
12,657,270
1
Structure-activity relationship of cyclic peptide penta-c[Asp-His(6)-DPhe(7)-Arg(8)-Trp(9)-Lys]-NH(2) at the human melanocortin-1 and -4 receptors: His(6) substitution.
13
2,003
null
50,664
CHEMBL615267
Inhibitory activity against inosine 5'-inosine monophosphate dehydrogenase type II (IMPDH II)
B
BAO_0000357
single protein format
Cc1ccc(NC(=O)Nc2ccc3cnccc3c2)cc1
null
CHEMBL1136691
Bioorg Med Chem Lett
2,003
CHEMBL29927
null
6.61
0
http://www.openphacts.org/units/Nanomolar
39,756
=
1
1
=
IC50
nM
247
CHEMBL2002
Homo sapiens
Inosine-5'-monophosphate dehydrogenase 2
9606
null
IC50
uM
UO_0000065
0.247
23.82
0.43
2.42
12.23
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1ccc(NC(=O)Nc2ccc3cnccc3c2)cc1
RDKit 2D 21 23 0 0 0 0 0 0 0 0999 V2000 2.0917 0.8708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3750 0.4625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8042 0.4583 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1000 1.6958 0.0000 O 0 0 0 0...
InChI=1S/C17H15N3O/c1-12-2-5-15(6-3-12)19-17(21)20-16-7-4-14-11-18-9-8-13(14)10-16/h2-11H,1H3,(H2,19,20,21)
UZULLQXZQITGOJ-UHFFFAOYSA-N
4.19
3
C17H15N3O
277.33
2
2
21
277.33
-1.34
0
54.02
0.74
N
2
CHEMBL29927
CHEMBL29927
CHEMBL29927
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against inosine 5'-inosine monophosphate dehydrogenase type II (IMPDH II)
CHEMBL1136691
Homologous protein target assigned
H
null
1
CHEMBL2002
null
null
null
Homo sapiens
Inosine-5'-monophosphate dehydrogenase 2
false
SINGLE PROTEIN
9,606
P12268
Inosine-5'-monophosphate dehydrogenase 2
PROTEIN
333
1
null
null
null
null
null
null
null
null
null
null
null
Screening of our in-house compound collection led to the discovery of 5-bromo-6-amino-2-isoquinoline 1 as a weak inhibitor of IMPDH. Subsequent optimization of 1 afforded a series of novel 2-isoquinolinoaminooxazole-based inhibitors, represented by 17, with single-digit nanomolar potency against the enzyme.
Chen P, Norris D, Haslow KD, Murali Dhar TG, Pitts WJ, Watterson SH, Cheney DL, Bassolino DA, Fleener CA, Rouleau KA, Hollenbaugh DL, Townsend RM, Barrish JC, Iwanowicz EJ.
10.1016/s0960-894x(03)00107-0
null
1345
7
Bioorg Med Chem Lett
null
12,657,279
1
Identification of novel and potent isoquinoline aminooxazole-based IMPDH inhibitors.
13
2,003
null
50,665
CHEMBL694904
In vitro inhibitory activity against histone deacetylase (HDAC) isolated from HeLa nuclear extract at a concentration of 100 uM
B
BAO_0000224
protein format
COC(=O)NCCCCCCC(=O)Nc1ccccc1
null
CHEMBL1144863
Bioorg Med Chem Lett
2,003
CHEMBL137278
null
null
0
http://qudt.org/vocab/unit#Percent
262,414
=
1
1
=
Inhibition
%
12
CHEMBL2093865
Homo sapiens
Histone deacetylase
9606
null
Inhibition
%
UO_0000187
12.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COC(=O)NCCCCCCC(=O)Nc1ccccc1
RDKit 2D 20 20 0 0 0 0 0 0 0 0999 V2000 7.2917 0.1625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5792 0.1458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8667 0.5583 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3000 -0.6625 0.0000 O 0 0 0 0...
InChI=1S/C15H22N2O3/c1-20-15(19)16-12-8-3-2-7-11-14(18)17-13-9-5-4-6-10-13/h4-6,9-10H,2-3,7-8,11-12H2,1H3,(H,16,19)(H,17,18)
IKZKSSYPIOADQN-UHFFFAOYSA-N
2.93
1
C15H22N2O3
278.35
3
2
20
278.35
-0.97
0
67.43
0.72
N
8
CHEMBL137278
CHEMBL137278
CHEMBL137278
null
null
null
null
Homo sapiens
null
null
9,606
null
B
Binding
BAO_0000224
protein format
null
Multiple direct protein targets may be assigned
5
In vitro inhibitory activity against histone deacetylase (HDAC) isolated from HeLa nuclear extract at a concentration of 100 uM
CHEMBL1144863
Direct protein target assigned
D
null
1
CHEMBL2093865
null
null
null
Homo sapiens
Histone deacetylase
false
PROTEIN FAMILY
9,606
Q13547
Histone deacetylase 1
PROTEIN
107
11
null
null
null
null
null
null
null
null
null
null
null
In order to find novel non-hydroxamate histone deacetylase (HDAC) inhibitors, a series of compounds modeled after suberoylanilide hydroxamic acid (SAHA) were designed and synthesized as (i). substrate (acetyl lysine) analogues (compounds 3-7), (ii). analogues bearing various functional groups expected to chelate zinc i...
Suzuki T, Nagano Y, Matsuura A, Kohara A, Ninomiya S, Kohda K, Miyata N.
10.1016/j.bmcl.2003.09.048
null
4321
24
Bioorg Med Chem Lett
null
14,643,318
1
Novel histone deacetylase inhibitors: design, synthesis, enzyme inhibition, and binding mode study of SAHA-based non-hydroxamates.
13
2,003
null
46,862
CHEMBL849237
Ability to increase whole-cell antiviral efficacy through better translation defined as the ratio between IC90 and Ki
F
BAO_0000019
assay format
O=C1N(Cc2ccccc2)[C@H](Cc2ccc3ccccc3c2)[C@H](O)[C@@H](O)[C@@H](Cc2ccc3ccccc3c2)N1Cc1ccccc1
null
CHEMBL1129785
J Med Chem
1,996
CHEMBL262387
null
null
0
null
120,601
=
1
0
=
Ratio
null
340
CHEMBL243
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 protease
11676
null
Ratio
null
null
340.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C1N(Cc2ccccc2)[C@H](Cc2ccc3ccccc3c2)[C@H](O)[C@@H](O)[C@@H](Cc2ccc3ccccc3c2)N1Cc1ccccc1
RDKit 2D 46 52 0 0 1 0 0 0 0 0999 V2000 3.6542 -3.7375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1250 -4.0042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2042 -3.9750 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3542 -4.5542 0.0000 C 0 0 0 0...
InChI=1S/C41H38N2O3/c44-39-37(25-31-19-21-33-15-7-9-17-35(33)23-31)42(27-29-11-3-1-4-12-29)41(46)43(28-30-13-5-2-6-14-30)38(40(39)45)26-32-20-22-34-16-8-10-18-36(34)24-32/h1-24,37-40,44-45H,25-28H2/t37-,38-,39+,40+/m1/s1
AUTHLCQFZJFGMT-WESAGZJESA-N
7.38
6
C41H38N2O3
606.77
3
2
46
606.77
0.00
2
64.01
0.19
N
8
CHEMBL262387
CHEMBL262387
CHEMBL262387
null
null
null
null
Human immunodeficiency virus 1
null
null
11,676
null
F
Functional
BAO_0000019
assay format
null
Direct single protein target assigned
9
Ability to increase whole-cell antiviral efficacy through better translation defined as the ratio between IC90 and Ki
CHEMBL1129785
Direct protein target assigned
D
null
1
CHEMBL243
null
null
null
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 protease
false
SINGLE PROTEIN
11,676
Q72874
Pol polyprotein
PROTEIN
314
1
null
null
null
null
null
null
null
null
null
null
null
A series of novel P1/P1'-substituted cyclic urea-based HIV-1 protease inhibitors was prepared. Three different synthetic schemes were used to assemble these compounds. The first approach uses amino acid-based starting materials and was originally used to prepare DMP 323. The other two approaches use L-tartaric acid or ...
Nugiel DA, Jacobs K, Kaltenbach RF, Worley T, Patel M, Meyer DT, Jadhav PK, De Lucca GV, Smyser TE, Klabe RM, Bacheler LT, Rayner MM, Seitz SP.
10.1021/jm960083n
null
2156
11
J Med Chem
null
8,667,359
1
Preparation and structure-activity relationship of novel P1/P1'-substituted cyclic urea-based human immunodeficiency virus type-1 protease inhibitors.
39
1,996
null
46,863
CHEMBL763404
Inhibitory activity against HIV protease
B
BAO_0000357
single protein format
COc1cccc(C[C@@H]2[C@H](O)[C@@H](O)[C@@H](Cc3cccc(OC)c3)N(Cc3ccc(CO)cc3)C(=O)N2Cc2ccc(CO)cc2)c1
null
CHEMBL1129785
J Med Chem
1,996
CHEMBL433497
null
9.96
0
http://www.openphacts.org/units/Nanomolar
120,587
=
1
1
=
Ki
nM
0.11
CHEMBL243
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 protease
11676
null
Ki
nM
UO_0000065
0.11
15.89
0.30
5.89
8.10
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COc1cccc(C[C@@H]2[C@H](O)[C@@H](O)[C@@H](Cc3cccc(OC)c3)N(Cc3ccc(CO)cc3)C(=O)N2Cc2ccc(CO)cc2)c1
RDKit 2D 46 50 0 0 1 0 0 0 0 0999 V2000 6.1875 -6.7417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9792 -7.0042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -7.2000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2667 -7.7792 0.0000 C 0 0 0 0...
InChI=1S/C37H42N2O7/c1-45-31-7-3-5-29(17-31)19-33-35(42)36(43)34(20-30-6-4-8-32(18-30)46-2)39(22-26-11-15-28(24-41)16-12-26)37(44)38(33)21-25-9-13-27(23-40)14-10-25/h3-18,33-36,40-43H,19-24H2,1-2H3/t33-,34-,35+,36+/m1/s1
XZKOCRLLAUYWLK-NWJWHWDBSA-N
4.07
4
C37H42N2O7
626.75
7
4
46
626.75
0.04
1
122.93
0.19
N
12
CHEMBL433497
CHEMBL433497
CHEMBL433497
null
null
null
null
Human immunodeficiency virus 1
null
null
11,676
null
B
Binding
BAO_0000357
single protein format
null
Direct single protein target assigned
9
Inhibitory activity against HIV protease
CHEMBL1129785
Direct protein target assigned
D
null
1
CHEMBL243
null
null
null
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 protease
false
SINGLE PROTEIN
11,676
Q72874
Pol polyprotein
PROTEIN
314
1
null
null
null
null
null
null
null
null
null
null
null
A series of novel P1/P1'-substituted cyclic urea-based HIV-1 protease inhibitors was prepared. Three different synthetic schemes were used to assemble these compounds. The first approach uses amino acid-based starting materials and was originally used to prepare DMP 323. The other two approaches use L-tartaric acid or ...
Nugiel DA, Jacobs K, Kaltenbach RF, Worley T, Patel M, Meyer DT, Jadhav PK, De Lucca GV, Smyser TE, Klabe RM, Bacheler LT, Rayner MM, Seitz SP.
10.1021/jm960083n
null
2156
11
J Med Chem
null
8,667,359
1
Preparation and structure-activity relationship of novel P1/P1'-substituted cyclic urea-based human immunodeficiency virus type-1 protease inhibitors.
39
1,996
null
46,864
CHEMBL711218
Antiviral potency was assessed by measuring the effect on accumulation of viral RNA transcripts 3 days after infection of MT-2 cells with HIV-1 RF
F
BAO_0000218
organism-based format
COc1cccc(C[C@@H]2[C@H](O)[C@@H](O)[C@@H](Cc3cccc(OC)c3)N(Cc3ccc(CO)cc3)C(=O)N2Cc2ccc(CO)cc2)c1
null
CHEMBL1129785
J Med Chem
1,996
CHEMBL433497
null
null
0
http://www.openphacts.org/units/Nanomolar
120,587
=
1
1
=
IC90
nM
37
CHEMBL378
Human immunodeficiency virus 1
Human immunodeficiency virus 1
11676
null
IC90
nM
UO_0000065
37.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COc1cccc(C[C@@H]2[C@H](O)[C@@H](O)[C@@H](Cc3cccc(OC)c3)N(Cc3ccc(CO)cc3)C(=O)N2Cc2ccc(CO)cc2)c1
RDKit 2D 46 50 0 0 1 0 0 0 0 0999 V2000 6.1875 -6.7417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9792 -7.0042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -7.2000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2667 -7.7792 0.0000 C 0 0 0 0...
InChI=1S/C37H42N2O7/c1-45-31-7-3-5-29(17-31)19-33-35(42)36(43)34(20-30-6-4-8-32(18-30)46-2)39(22-26-11-15-28(24-41)16-12-26)37(44)38(33)21-25-9-13-27(23-40)14-10-25/h3-18,33-36,40-43H,19-24H2,1-2H3/t33-,34-,35+,36+/m1/s1
XZKOCRLLAUYWLK-NWJWHWDBSA-N
4.07
4
C37H42N2O7
626.75
7
4
46
626.75
0.04
1
122.93
0.19
N
12
CHEMBL433497
CHEMBL433497
CHEMBL433497
null
null
null
MT2
Human immunodeficiency virus 1
null
null
11,676
null
F
Functional
BAO_0000218
organism-based format
CHEMBL3307558
Target assigned is non-molecular
1
Antiviral potency was assessed by measuring the effect on accumulation of viral RNA transcripts 3 days after infection of MT-2 cells with HIV-1 RF
CHEMBL1129785
Non-molecular target assigned
N
null
1
CHEMBL378
null
null
null
Human immunodeficiency virus 1
Human immunodeficiency virus 1
false
ORGANISM
11,676
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A series of novel P1/P1'-substituted cyclic urea-based HIV-1 protease inhibitors was prepared. Three different synthetic schemes were used to assemble these compounds. The first approach uses amino acid-based starting materials and was originally used to prepare DMP 323. The other two approaches use L-tartaric acid or ...
Nugiel DA, Jacobs K, Kaltenbach RF, Worley T, Patel M, Meyer DT, Jadhav PK, De Lucca GV, Smyser TE, Klabe RM, Bacheler LT, Rayner MM, Seitz SP.
10.1021/jm960083n
null
2156
11
J Med Chem
null
8,667,359
1
Preparation and structure-activity relationship of novel P1/P1'-substituted cyclic urea-based human immunodeficiency virus type-1 protease inhibitors.
39
1,996
null
46,865
CHEMBL849237
Ability to increase whole-cell antiviral efficacy through better translation defined as the ratio between IC90 and Ki
F
BAO_0000019
assay format
COc1cccc(C[C@@H]2[C@H](O)[C@@H](O)[C@@H](Cc3cccc(OC)c3)N(Cc3ccc(CO)cc3)C(=O)N2Cc2ccc(CO)cc2)c1
null
CHEMBL1129785
J Med Chem
1,996
CHEMBL433497
null
null
0
null
120,587
=
1
0
=
Ratio
null
340
CHEMBL243
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 protease
11676
null
Ratio
null
null
340.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COc1cccc(C[C@@H]2[C@H](O)[C@@H](O)[C@@H](Cc3cccc(OC)c3)N(Cc3ccc(CO)cc3)C(=O)N2Cc2ccc(CO)cc2)c1
RDKit 2D 46 50 0 0 1 0 0 0 0 0999 V2000 6.1875 -6.7417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9792 -7.0042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -7.2000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2667 -7.7792 0.0000 C 0 0 0 0...
InChI=1S/C37H42N2O7/c1-45-31-7-3-5-29(17-31)19-33-35(42)36(43)34(20-30-6-4-8-32(18-30)46-2)39(22-26-11-15-28(24-41)16-12-26)37(44)38(33)21-25-9-13-27(23-40)14-10-25/h3-18,33-36,40-43H,19-24H2,1-2H3/t33-,34-,35+,36+/m1/s1
XZKOCRLLAUYWLK-NWJWHWDBSA-N
4.07
4
C37H42N2O7
626.75
7
4
46
626.75
0.04
1
122.93
0.19
N
12
CHEMBL433497
CHEMBL433497
CHEMBL433497
null
null
null
null
Human immunodeficiency virus 1
null
null
11,676
null
F
Functional
BAO_0000019
assay format
null
Direct single protein target assigned
9
Ability to increase whole-cell antiviral efficacy through better translation defined as the ratio between IC90 and Ki
CHEMBL1129785
Direct protein target assigned
D
null
1
CHEMBL243
null
null
null
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 protease
false
SINGLE PROTEIN
11,676
Q72874
Pol polyprotein
PROTEIN
314
1
null
null
null
null
null
null
null
null
null
null
null
A series of novel P1/P1'-substituted cyclic urea-based HIV-1 protease inhibitors was prepared. Three different synthetic schemes were used to assemble these compounds. The first approach uses amino acid-based starting materials and was originally used to prepare DMP 323. The other two approaches use L-tartaric acid or ...
Nugiel DA, Jacobs K, Kaltenbach RF, Worley T, Patel M, Meyer DT, Jadhav PK, De Lucca GV, Smyser TE, Klabe RM, Bacheler LT, Rayner MM, Seitz SP.
10.1021/jm960083n
null
2156
11
J Med Chem
null
8,667,359
1
Preparation and structure-activity relationship of novel P1/P1'-substituted cyclic urea-based human immunodeficiency virus type-1 protease inhibitors.
39
1,996
null
46,866
CHEMBL665994
Binding affinity for corticosteroid binding globulin is expressed as log(1/k)
B
BAO_0000357
single protein format
C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
null
CHEMBL1129323
J Med Chem
1,996
CHEMBL87285
ANDROSTERONE
null
0
null
118,325
=
1
0
=
Log 1/K
null
5.613
CHEMBL2421
Homo sapiens
Corticosteroid-binding globulin
9606
null
Log 1/K
null
null
5.613
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
1
false
false
0
ANDROSTERONE
-1
MOL
false
false
null
null
false
C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
RDKit 2D 25 28 0 0 1 0 0 0 0 0999 V2000 7.3719 -13.2728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5182 -12.0251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0759 -12.8493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5182 -12.8493 0.0000 C 0 0 0 0...
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1
QGXBDMJGAMFCBF-HLUDHZFRSA-N
3.96
0
C19H30O2
290.45
2
1
21
290.45
2.66
0
37.3
0.73
N
0
CHEMBL87285
CHEMBL87285
CHEMBL87285
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity for corticosteroid binding globulin is expressed as log(1/k)
CHEMBL1129323
Homologous protein target assigned
H
null
1
CHEMBL2421
null
null
null
Homo sapiens
Corticosteroid-binding globulin
false
SINGLE PROTEIN
9,606
P08185
Corticosteroid-binding globulin
PROTEIN
762
1
null
null
null
null
null
null
null
null
null
null
null
3d-QSAR procedures utilize descriptors that characterize molecular shape and charge distributions responsible for the steric and electrostatic nonbonding interactions intimately involved in ligand-receptor binding. Comparative molecular moment analysis (CoMMA) utilizes moments of the molecular mass and charge distribut...
Silverman BD, Platt DE.
10.1021/jm950589q
null
2129
11
J Med Chem
null
8,667,357
1
Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.
39
1,996
null
46,867
CHEMBL858260
Binding affinity towards testosterone binding globulin is expressed as log(1/k).
B
BAO_0000357
single protein format
C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
null
CHEMBL1129323
J Med Chem
1,996
CHEMBL87285
ANDROSTERONE
null
0
null
118,325
=
1
0
=
Log 1/K
null
7.146
CHEMBL3305
Homo sapiens
Sex hormone-binding globulin
9606
null
Log 1/K
null
null
7.146
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
1
false
false
0
ANDROSTERONE
-1
MOL
false
false
null
null
false
C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
RDKit 2D 25 28 0 0 1 0 0 0 0 0999 V2000 7.3719 -13.2728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5182 -12.0251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0759 -12.8493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5182 -12.8493 0.0000 C 0 0 0 0...
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1
QGXBDMJGAMFCBF-HLUDHZFRSA-N
3.96
0
C19H30O2
290.45
2
1
21
290.45
2.66
0
37.3
0.73
N
0
CHEMBL87285
CHEMBL87285
CHEMBL87285
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity towards testosterone binding globulin is expressed as log(1/k).
CHEMBL1129323
Homologous protein target assigned
H
null
1
CHEMBL3305
null
null
null
Homo sapiens
Sex hormone-binding globulin
false
SINGLE PROTEIN
9,606
P04278
Sex hormone-binding globulin
PROTEIN
1,625
1
null
null
null
null
null
null
null
null
null
null
null
3d-QSAR procedures utilize descriptors that characterize molecular shape and charge distributions responsible for the steric and electrostatic nonbonding interactions intimately involved in ligand-receptor binding. Comparative molecular moment analysis (CoMMA) utilizes moments of the molecular mass and charge distribut...
Silverman BD, Platt DE.
10.1021/jm950589q
null
2129
11
J Med Chem
null
8,667,357
1
Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.
39
1,996
null
46,868
CHEMBL665994
Binding affinity for corticosteroid binding globulin is expressed as log(1/k)
B
BAO_0000357
single protein format
C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
null
CHEMBL1129323
J Med Chem
1,996
CHEMBL90593
PRASTERONE
null
0
null
118,321
=
1
0
=
Log 1/K
null
5
CHEMBL2421
Homo sapiens
Corticosteroid-binding globulin
9606
null
Log 1/K
null
null
5.0
null
null
null
null
1
0
1
null
null
0
4.0
Small molecule
1
false
false
0
PRASTERONE
0
MOL
true
true
-ster-; -terone
2,015
true
C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
RDKit 2D 24 27 0 0 0 0 0 0 0 0999 V2000 1.4828 -0.6387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2949 -0.4935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5752 0.2825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3874 0.4277 0.0000 O 0 0 0 0...
InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
FMGSKLZLMKYGDP-USOAJAOKSA-N
3.88
0
C19H28O2
288.43
2
1
21
288.43
2.47
0
37.3
0.69
N
0
CHEMBL90593
CHEMBL90593
CHEMBL90593
Androst-5-en-3.alpha.-ol-17-one [OTHER] | Biolaif [OTHER] | Dehydroandrosterone [OTHER] | Dehydroepiandrosterone [MERCK_INDEX] | Dehydroisoandrosterone [OTHER] | Dhea [TRADE_NAME] | EM-760 [RESEARCH_CODE] | Enzymatic therapy [TRADE_NAME] | Intrarosa [TRADE_NAME] | Isoandrostenolone [OTHER] | Natrol dhea [TRADE_NAME] | ...
EMA:human/EPAR/intrarosa | DailyMed:prasterone
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity for corticosteroid binding globulin is expressed as log(1/k)
CHEMBL1129323
Homologous protein target assigned
H
null
1
CHEMBL2421
null
null
null
Homo sapiens
Corticosteroid-binding globulin
false
SINGLE PROTEIN
9,606
P08185
Corticosteroid-binding globulin
PROTEIN
762
1
Unknown
null
1
1
Not fully established. Prasterone is an inactive endogenous steroid that is converted to active estrogens and androgens.
null
null
Infertility | Substance Withdrawal Syndrome | Crohn Disease | HIV Infections | Malaria | Sarcoma, Synovial | Multiple Myeloma | Erectile Dysfunction | Primary Ovarian Insufficiency | Sexual Dysfunction, Physiological | Skin Aging | Atrophic Vaginitis | Arthritis, Rheumatoid | Pain | Stress Disorders, Post-Traumatic | D...
infertility | substance withdrawal syndrome | Crohn's disease | HIV infection | malaria | synovial sarcoma | multiple myeloma | erectile dysfunction | primary ovarian insufficiency | sexual dysfunction | skin aging | Atrophic Vaginitis | rheumatoid arthritis | pain | post-traumatic stress disorder | Dysmenorrhea | Prem...
4.0
32
3d-QSAR procedures utilize descriptors that characterize molecular shape and charge distributions responsible for the steric and electrostatic nonbonding interactions intimately involved in ligand-receptor binding. Comparative molecular moment analysis (CoMMA) utilizes moments of the molecular mass and charge distribut...
Silverman BD, Platt DE.
10.1021/jm950589q
null
2129
11
J Med Chem
null
8,667,357
1
Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.
39
1,996
null
46,869
CHEMBL858260
Binding affinity towards testosterone binding globulin is expressed as log(1/k).
B
BAO_0000357
single protein format
C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
null
CHEMBL1129323
J Med Chem
1,996
CHEMBL90593
PRASTERONE
null
0
null
118,321
=
1
0
=
Log 1/K
null
7.819
CHEMBL3305
Homo sapiens
Sex hormone-binding globulin
9606
null
Log 1/K
null
null
7.819
null
null
null
null
1
0
1
null
null
0
4.0
Small molecule
1
false
false
0
PRASTERONE
0
MOL
true
true
-ster-; -terone
2,015
true
C[C@]12CC[C@H](O)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
RDKit 2D 24 27 0 0 0 0 0 0 0 0999 V2000 1.4828 -0.6387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2949 -0.4935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5752 0.2825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3874 0.4277 0.0000 O 0 0 0 0...
InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
FMGSKLZLMKYGDP-USOAJAOKSA-N
3.88
0
C19H28O2
288.43
2
1
21
288.43
2.47
0
37.3
0.69
N
0
CHEMBL90593
CHEMBL90593
CHEMBL90593
Androst-5-en-3.alpha.-ol-17-one [OTHER] | Biolaif [OTHER] | Dehydroandrosterone [OTHER] | Dehydroepiandrosterone [MERCK_INDEX] | Dehydroisoandrosterone [OTHER] | Dhea [TRADE_NAME] | EM-760 [RESEARCH_CODE] | Enzymatic therapy [TRADE_NAME] | Intrarosa [TRADE_NAME] | Isoandrostenolone [OTHER] | Natrol dhea [TRADE_NAME] | ...
EMA:human/EPAR/intrarosa | DailyMed:prasterone
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity towards testosterone binding globulin is expressed as log(1/k).
CHEMBL1129323
Homologous protein target assigned
H
null
1
CHEMBL3305
null
null
null
Homo sapiens
Sex hormone-binding globulin
false
SINGLE PROTEIN
9,606
P04278
Sex hormone-binding globulin
PROTEIN
1,625
1
Unknown
null
1
1
Not fully established. Prasterone is an inactive endogenous steroid that is converted to active estrogens and androgens.
null
null
Infertility | Substance Withdrawal Syndrome | Crohn Disease | HIV Infections | Malaria | Sarcoma, Synovial | Multiple Myeloma | Erectile Dysfunction | Primary Ovarian Insufficiency | Sexual Dysfunction, Physiological | Skin Aging | Atrophic Vaginitis | Arthritis, Rheumatoid | Pain | Stress Disorders, Post-Traumatic | D...
infertility | substance withdrawal syndrome | Crohn's disease | HIV infection | malaria | synovial sarcoma | multiple myeloma | erectile dysfunction | primary ovarian insufficiency | sexual dysfunction | skin aging | Atrophic Vaginitis | rheumatoid arthritis | pain | post-traumatic stress disorder | Dysmenorrhea | Prem...
4.0
32
3d-QSAR procedures utilize descriptors that characterize molecular shape and charge distributions responsible for the steric and electrostatic nonbonding interactions intimately involved in ligand-receptor binding. Comparative molecular moment analysis (CoMMA) utilizes moments of the molecular mass and charge distribut...
Silverman BD, Platt DE.
10.1021/jm950589q
null
2129
11
J Med Chem
null
8,667,357
1
Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.
39
1,996
null
46,870
CHEMBL841444
Hammett constant was evaluated
A
BAO_0000019
assay format
O=C(O)c1cccc(C(F)(F)F)c1
null
CHEMBL1129323
J Med Chem
1,996
CHEMBL66551
null
null
0
null
118,300
=
1
0
=
Hammett constant
null
0.43
CHEMBL612558
null
ADMET
null
null
Hammett constant
null
null
0.43
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C(O)c1cccc(C(F)(F)F)c1
RDKit 2D 13 13 0 0 0 0 0 0 0 0999 V2000 14.1236 -22.0375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1224 -22.8648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8372 -23.2777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.5537 -22.8644 0.0000 C 0 0 0 0...
InChI=1S/C8H5F3O2/c9-8(10,11)6-3-1-2-5(4-6)7(12)13/h1-4H,(H,12,13)
FQXQBFUUVCDIRK-UHFFFAOYSA-N
2.4
1
C8H5F3O2
190.12
1
1
13
190.12
-1.02
0
37.3
0.74
Y
1
CHEMBL66551
CHEMBL66551
CHEMBL66551
null
null
null
null
null
null
null
null
null
A
ADME
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Hammett constant was evaluated
CHEMBL1129323
Default value - Target has yet to be curated
U
null
1
CHEMBL612558
null
null
null
null
ADMET
false
ADMET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
3d-QSAR procedures utilize descriptors that characterize molecular shape and charge distributions responsible for the steric and electrostatic nonbonding interactions intimately involved in ligand-receptor binding. Comparative molecular moment analysis (CoMMA) utilizes moments of the molecular mass and charge distribut...
Silverman BD, Platt DE.
10.1021/jm950589q
null
2129
11
J Med Chem
null
8,667,357
1
Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.
39
1,996
null
46,871
CHEMBL800982
Inhibitory concentration against HIV-1 replication by interfering with virus reverse transcriptase
B
BAO_0000357
single protein format
CC(C)=CCN1[C@H](C)Cn2c(S)nc3cc(Cl)cc(c32)[C@@H]1C
null
CHEMBL1129323
J Med Chem
1,996
CHEMBL308644
null
6.32
0
http://www.openphacts.org/units/Nanomolar
118,233
=
1
1
=
IC50
nM
480
CHEMBL247
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 reverse transcriptase
11676
null
IC50
uM
UO_0000065
0.48
18.81
0.39
1.61
30.00
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC(C)=CCN1[C@H](C)Cn2c(S)nc3cc(Cl)cc(c32)[C@@H]1C
RDKit 2D 22 24 0 0 1 0 0 0 0 0999 V2000 7.7417 -1.8542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4500 -1.0792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1000 -2.3667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1000 -3.1917 0.0000 C 0 0 0 0...
InChI=1S/C17H22ClN3S/c1-10(2)5-6-20-11(3)9-21-16-14(12(20)4)7-13(18)8-15(16)19-17(21)22/h5,7-8,11-12H,6,9H2,1-4H3,(H,19,22)/t11-,12+/m1/s1
SIUWCFHEUWWLTD-NEPJUHHUSA-N
4.71
2
C17H22ClN3S
335.90
4
1
22
335.9
-0.65
0
21.06
0.63
N
2
CHEMBL308644
CHEMBL308644
CHEMBL308644
null
null
null
null
Human immunodeficiency virus 1
null
null
11,676
null
B
Binding
BAO_0000357
single protein format
null
Direct single protein target assigned
9
Inhibitory concentration against HIV-1 replication by interfering with virus reverse transcriptase
CHEMBL1129323
Direct protein target assigned
D
null
1
CHEMBL247
null
null
null
Human immunodeficiency virus 1
Human immunodeficiency virus type 1 reverse transcriptase
false
SINGLE PROTEIN
11,676
Q72547
Reverse transcriptase/RNaseH
PROTEIN
375
1
null
null
null
null
null
null
null
null
null
null
null
3d-QSAR procedures utilize descriptors that characterize molecular shape and charge distributions responsible for the steric and electrostatic nonbonding interactions intimately involved in ligand-receptor binding. Comparative molecular moment analysis (CoMMA) utilizes moments of the molecular mass and charge distribut...
Silverman BD, Platt DE.
10.1021/jm950589q
null
2129
11
J Med Chem
null
8,667,357
1
Comparative molecular moment analysis (CoMMA): 3D-QSAR without molecular superposition.
39
1,996
null
46,874
CHEMBL760952
Inhibition of recombinant human secretory phospholipase A2 (sPLA2), chromogenic screening assay.
B
BAO_0000357
single protein format
COC(=O)COc1cccn2c(CC3CCCCC3)c(C3CC3)c(C(=O)C(N)=O)c12
null
CHEMBL1129638
J Med Chem
1,996
CHEMBL121664
null
7.37
0
http://www.openphacts.org/units/Nanomolar
230,570
=
1
1
=
IC50
nM
43
CHEMBL4426
Homo sapiens
Phospholipase A2
9606
null
IC50
uM
UO_0000065
0.043
17.86
0.34
4.21
7.36
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COC(=O)COc1cccn2c(CC3CCCCC3)c(C3CC3)c(C(=O)C(N)=O)c12
RDKit 2D 30 33 0 0 0 0 0 0 0 0999 V2000 2.1042 -1.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3167 -2.5542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3167 -1.7167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5917 -2.1292 0.0000 C 0 0 0 0...
InChI=1S/C23H28N2O5/c1-29-18(26)13-30-17-8-5-11-25-16(12-14-6-3-2-4-7-14)19(15-9-10-15)20(21(17)25)22(27)23(24)28/h5,8,11,14-15H,2-4,6-7,9-10,12-13H2,1H3,(H2,24,28)
BZNPZMUHHGAJBJ-UHFFFAOYSA-N
3.16
2
C23H28N2O5
412.49
6
1
30
412.49
-0.50
0
100.1
0.41
N
8
CHEMBL121664
CHEMBL121664
CHEMBL121664
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of recombinant human secretory phospholipase A2 (sPLA2), chromogenic screening assay.
CHEMBL1129638
Homologous protein target assigned
H
null
1
CHEMBL4426
null
null
null
Homo sapiens
Phospholipase A2
false
SINGLE PROTEIN
9,606
P04054
Phospholipase A2
PROTEIN
2,742
1
null
null
null
null
null
null
null
null
null
null
null
Phospholipase A2 is an enzyme which hydrolyzes the sn-2 position of certain cellular phospholipids. The liberated lysophospholipid and arachidonic acid are precursors in the biosynthesis of various biologically active products. As human nonpancreatic sPLA2 is present in high levels in the blood of patients in several p...
Hagishita S, Yamada M, Shirahase K, Okada T, Murakami Y, Ito Y, Matsuura T, Wada M, Kato T, Ueno M, Chikazawa Y, Yamada K, Ono T, Teshirogi I, Ohtani M.
10.1021/jm960395q
null
3636
19
J Med Chem
null
8,809,154
1
Potent inhibitors of secretory phospholipase A2: synthesis and inhibitory activities of indolizine and indene derivatives.
39
1,996
null
46,875
CHEMBL760953
Inhibitory activity against recombinant human secretory phospholipase A2 (s-PLA2) by phosphatidylcholine/deoxycholate assay (PC/DOC).
B
BAO_0000357
single protein format
COC(=O)COc1cccn2c(CC3CCCCC3)c(C3CC3)c(C(=O)C(N)=O)c12
null
CHEMBL1129638
J Med Chem
1,996
CHEMBL121664
null
6.8
0
http://www.openphacts.org/units/Nanomolar
230,570
=
1
1
=
IC50
nM
160
CHEMBL4426
Homo sapiens
Phospholipase A2
9606
null
IC50
uM
UO_0000065
0.16
16.48
0.31
3.64
6.79
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COC(=O)COc1cccn2c(CC3CCCCC3)c(C3CC3)c(C(=O)C(N)=O)c12
RDKit 2D 30 33 0 0 0 0 0 0 0 0999 V2000 2.1042 -1.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3167 -2.5542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3167 -1.7167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5917 -2.1292 0.0000 C 0 0 0 0...
InChI=1S/C23H28N2O5/c1-29-18(26)13-30-17-8-5-11-25-16(12-14-6-3-2-4-7-14)19(15-9-10-15)20(21(17)25)22(27)23(24)28/h5,8,11,14-15H,2-4,6-7,9-10,12-13H2,1H3,(H2,24,28)
BZNPZMUHHGAJBJ-UHFFFAOYSA-N
3.16
2
C23H28N2O5
412.49
6
1
30
412.49
-0.50
0
100.1
0.41
N
8
CHEMBL121664
CHEMBL121664
CHEMBL121664
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against recombinant human secretory phospholipase A2 (s-PLA2) by phosphatidylcholine/deoxycholate assay (PC/DOC).
CHEMBL1129638
Homologous protein target assigned
H
null
1
CHEMBL4426
null
null
null
Homo sapiens
Phospholipase A2
false
SINGLE PROTEIN
9,606
P04054
Phospholipase A2
PROTEIN
2,742
1
null
null
null
null
null
null
null
null
null
null
null
Phospholipase A2 is an enzyme which hydrolyzes the sn-2 position of certain cellular phospholipids. The liberated lysophospholipid and arachidonic acid are precursors in the biosynthesis of various biologically active products. As human nonpancreatic sPLA2 is present in high levels in the blood of patients in several p...
Hagishita S, Yamada M, Shirahase K, Okada T, Murakami Y, Ito Y, Matsuura T, Wada M, Kato T, Ueno M, Chikazawa Y, Yamada K, Ono T, Teshirogi I, Ohtani M.
10.1021/jm960395q
null
3636
19
J Med Chem
null
8,809,154
1
Potent inhibitors of secretory phospholipase A2: synthesis and inhibitory activities of indolizine and indene derivatives.
39
1,996
null
46,876
CHEMBL760952
Inhibition of recombinant human secretory phospholipase A2 (sPLA2), chromogenic screening assay.
B
BAO_0000357
single protein format
COC(=O)COc1cccn2c(Cc3cccc4ccccc34)c(C3CC3)c(C(=O)C(N)=O)c12
null
CHEMBL1129638
J Med Chem
1,996
CHEMBL332532
null
7.64
0
http://www.openphacts.org/units/Nanomolar
230,506
=
1
1
=
IC50
nM
23
CHEMBL4426
Homo sapiens
Phospholipase A2
9606
null
IC50
uM
UO_0000065
0.023
16.73
0.31
3.86
7.63
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COC(=O)COc1cccn2c(Cc3cccc4ccccc34)c(C3CC3)c(C(=O)C(N)=O)c12
RDKit 2D 34 38 0 0 0 0 0 0 0 0999 V2000 6.7292 -5.8792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1542 -6.6792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1542 -6.0750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7292 -6.8667 0.0000 C 0 0 0 0...
InChI=1S/C27H24N2O5/c1-33-22(30)15-34-21-10-5-13-29-20(14-18-8-4-7-16-6-2-3-9-19(16)18)23(17-11-12-17)24(25(21)29)26(31)27(28)32/h2-10,13,17H,11-12,14-15H2,1H3,(H2,28,32)
MHHFPYRBROXXLV-UHFFFAOYSA-N
3.78
4
C27H24N2O5
456.50
6
1
34
456.5
-0.52
0
100.1
0.25
N
8
CHEMBL332532
CHEMBL332532
CHEMBL332532
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of recombinant human secretory phospholipase A2 (sPLA2), chromogenic screening assay.
CHEMBL1129638
Homologous protein target assigned
H
null
1
CHEMBL4426
null
null
null
Homo sapiens
Phospholipase A2
false
SINGLE PROTEIN
9,606
P04054
Phospholipase A2
PROTEIN
2,742
1
null
null
null
null
null
null
null
null
null
null
null
Phospholipase A2 is an enzyme which hydrolyzes the sn-2 position of certain cellular phospholipids. The liberated lysophospholipid and arachidonic acid are precursors in the biosynthesis of various biologically active products. As human nonpancreatic sPLA2 is present in high levels in the blood of patients in several p...
Hagishita S, Yamada M, Shirahase K, Okada T, Murakami Y, Ito Y, Matsuura T, Wada M, Kato T, Ueno M, Chikazawa Y, Yamada K, Ono T, Teshirogi I, Ohtani M.
10.1021/jm960395q
null
3636
19
J Med Chem
null
8,809,154
1
Potent inhibitors of secretory phospholipase A2: synthesis and inhibitory activities of indolizine and indene derivatives.
39
1,996
null
46,877
CHEMBL760953
Inhibitory activity against recombinant human secretory phospholipase A2 (s-PLA2) by phosphatidylcholine/deoxycholate assay (PC/DOC).
B
BAO_0000357
single protein format
COC(=O)COc1cccn2c(Cc3cccc4ccccc34)c(C3CC3)c(C(=O)C(N)=O)c12
null
CHEMBL1129638
J Med Chem
1,996
CHEMBL332532
null
6.7
0
http://www.openphacts.org/units/Nanomolar
230,506
=
1
1
=
IC50
nM
200
CHEMBL4426
Homo sapiens
Phospholipase A2
9606
null
IC50
uM
UO_0000065
0.2
14.67
0.27
2.92
6.69
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COC(=O)COc1cccn2c(Cc3cccc4ccccc34)c(C3CC3)c(C(=O)C(N)=O)c12
RDKit 2D 34 38 0 0 0 0 0 0 0 0999 V2000 6.7292 -5.8792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1542 -6.6792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1542 -6.0750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7292 -6.8667 0.0000 C 0 0 0 0...
InChI=1S/C27H24N2O5/c1-33-22(30)15-34-21-10-5-13-29-20(14-18-8-4-7-16-6-2-3-9-19(16)18)23(17-11-12-17)24(25(21)29)26(31)27(28)32/h2-10,13,17H,11-12,14-15H2,1H3,(H2,28,32)
MHHFPYRBROXXLV-UHFFFAOYSA-N
3.78
4
C27H24N2O5
456.50
6
1
34
456.5
-0.52
0
100.1
0.25
N
8
CHEMBL332532
CHEMBL332532
CHEMBL332532
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against recombinant human secretory phospholipase A2 (s-PLA2) by phosphatidylcholine/deoxycholate assay (PC/DOC).
CHEMBL1129638
Homologous protein target assigned
H
null
1
CHEMBL4426
null
null
null
Homo sapiens
Phospholipase A2
false
SINGLE PROTEIN
9,606
P04054
Phospholipase A2
PROTEIN
2,742
1
null
null
null
null
null
null
null
null
null
null
null
Phospholipase A2 is an enzyme which hydrolyzes the sn-2 position of certain cellular phospholipids. The liberated lysophospholipid and arachidonic acid are precursors in the biosynthesis of various biologically active products. As human nonpancreatic sPLA2 is present in high levels in the blood of patients in several p...
Hagishita S, Yamada M, Shirahase K, Okada T, Murakami Y, Ito Y, Matsuura T, Wada M, Kato T, Ueno M, Chikazawa Y, Yamada K, Ono T, Teshirogi I, Ohtani M.
10.1021/jm960395q
null
3636
19
J Med Chem
null
8,809,154
1
Potent inhibitors of secretory phospholipase A2: synthesis and inhibitory activities of indolizine and indene derivatives.
39
1,996
null
46,878
CHEMBL674723
Antibacterial activity tested against Escherichia coli ATCC 8739
F
BAO_0000218
organism-based format
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
null
CHEMBL1129660
J Med Chem
1,996
CHEMBL138183
null
null
0
http://www.openphacts.org/units/MicrogramPerMilliliter
267,391
=
1
1
=
MIC
ug.mL-1
0.03
CHEMBL354
Escherichia coli
Escherichia coli
562
null
MIC
ug ml-1
UO_0000274
0.03
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
RDKit 2D 26 29 0 0 0 0 0 0 0 0999 V2000 7.2667 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5542 -3.0917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8417 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8292 -2.6792 0.0000 C 0 0 0 0...
InChI=1S/C19H23N3O4/c1-10-8-21(5-4-17(10)23)16-7-15-12(6-14(16)20)18(24)13(19(25)26)9-22(15)11-2-3-11/h6-7,9-11,17,23H,2-5,8,20H2,1H3,(H,25,26)
FCOWJRSGLIANNU-UHFFFAOYSA-N
1.82
2
C19H23N3O4
357.41
6
3
26
357.41
-0.06
0
108.79
0.72
N
3
CHEMBL138183
CHEMBL138183
CHEMBL138183
null
null
null
null
Escherichia coli
null
null
562
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antibacterial activity tested against Escherichia coli ATCC 8739
CHEMBL1129660
Non-molecular target assigned
N
null
1
CHEMBL354
null
null
null
Escherichia coli
Escherichia coli
false
ORGANISM
562
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The 6-aminoquinolone had previously been identified as a new class of quinolone antibacterial agents. To continue our structure-activity relationship (SAR) study in this series, novel 6-amino-8-methylquinolone derivatives have now been synthesized and evaluated for in vitro antibacterial activity. We have shown that th...
Cecchetti V, Fravolini A, Lorenzini MC, Tabarrini O, Terni P, Xin T.
10.1021/jm950558v
null
436
2
J Med Chem
null
8,558,512
1
Studies on 6-aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-methylquinolones.
39
1,996
null
46,879
CHEMBL676416
Antibacterial activity tested against Escherichia coli ISF 432
F
BAO_0000218
organism-based format
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
null
CHEMBL1129660
J Med Chem
1,996
CHEMBL138183
null
null
0
http://www.openphacts.org/units/MicrogramPerMilliliter
267,391
=
1
1
=
MIC
ug.mL-1
0.03
CHEMBL354
Escherichia coli
Escherichia coli
562
null
MIC
ug ml-1
UO_0000274
0.03
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
RDKit 2D 26 29 0 0 0 0 0 0 0 0999 V2000 7.2667 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5542 -3.0917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8417 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8292 -2.6792 0.0000 C 0 0 0 0...
InChI=1S/C19H23N3O4/c1-10-8-21(5-4-17(10)23)16-7-15-12(6-14(16)20)18(24)13(19(25)26)9-22(15)11-2-3-11/h6-7,9-11,17,23H,2-5,8,20H2,1H3,(H,25,26)
FCOWJRSGLIANNU-UHFFFAOYSA-N
1.82
2
C19H23N3O4
357.41
6
3
26
357.41
-0.06
0
108.79
0.72
N
3
CHEMBL138183
CHEMBL138183
CHEMBL138183
null
null
null
null
Escherichia coli
null
null
562
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antibacterial activity tested against Escherichia coli ISF 432
CHEMBL1129660
Non-molecular target assigned
N
null
1
CHEMBL354
null
null
null
Escherichia coli
Escherichia coli
false
ORGANISM
562
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The 6-aminoquinolone had previously been identified as a new class of quinolone antibacterial agents. To continue our structure-activity relationship (SAR) study in this series, novel 6-amino-8-methylquinolone derivatives have now been synthesized and evaluated for in vitro antibacterial activity. We have shown that th...
Cecchetti V, Fravolini A, Lorenzini MC, Tabarrini O, Terni P, Xin T.
10.1021/jm950558v
null
436
2
J Med Chem
null
8,558,512
1
Studies on 6-aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-methylquinolones.
39
1,996
null
46,880
CHEMBL679044
Antibacterial activity tested against Enterobacter cloacae OMNFI 174
F
BAO_0000218
organism-based format
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
null
CHEMBL1129660
J Med Chem
1,996
CHEMBL138183
null
null
0
http://www.openphacts.org/units/MicrogramPerMilliliter
267,391
=
1
1
=
MIC
ug.mL-1
2
CHEMBL349
Enterobacter cloacae
Enterobacter cloacae
550
null
MIC
ug ml-1
UO_0000274
2.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
RDKit 2D 26 29 0 0 0 0 0 0 0 0999 V2000 7.2667 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5542 -3.0917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8417 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8292 -2.6792 0.0000 C 0 0 0 0...
InChI=1S/C19H23N3O4/c1-10-8-21(5-4-17(10)23)16-7-15-12(6-14(16)20)18(24)13(19(25)26)9-22(15)11-2-3-11/h6-7,9-11,17,23H,2-5,8,20H2,1H3,(H,25,26)
FCOWJRSGLIANNU-UHFFFAOYSA-N
1.82
2
C19H23N3O4
357.41
6
3
26
357.41
-0.06
0
108.79
0.72
N
3
CHEMBL138183
CHEMBL138183
CHEMBL138183
null
null
null
null
Enterobacter cloacae
null
null
550
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antibacterial activity tested against Enterobacter cloacae OMNFI 174
CHEMBL1129660
Non-molecular target assigned
N
null
1
CHEMBL349
null
null
null
Enterobacter cloacae
Enterobacter cloacae
false
ORGANISM
550
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The 6-aminoquinolone had previously been identified as a new class of quinolone antibacterial agents. To continue our structure-activity relationship (SAR) study in this series, novel 6-amino-8-methylquinolone derivatives have now been synthesized and evaluated for in vitro antibacterial activity. We have shown that th...
Cecchetti V, Fravolini A, Lorenzini MC, Tabarrini O, Terni P, Xin T.
10.1021/jm950558v
null
436
2
J Med Chem
null
8,558,512
1
Studies on 6-aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-methylquinolones.
39
1,996
null
46,881
CHEMBL765244
Antibacterial activity tested against Proteus vulgaris CNUR 5
F
BAO_0000218
organism-based format
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
null
CHEMBL1129660
J Med Chem
1,996
CHEMBL138183
null
null
0
http://www.openphacts.org/units/MicrogramPerMilliliter
267,391
=
1
1
=
MIC
ug.mL-1
128
CHEMBL614450
Proteus vulgaris
Proteus vulgaris
585
null
MIC
ug ml-1
UO_0000274
128.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
RDKit 2D 26 29 0 0 0 0 0 0 0 0999 V2000 7.2667 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5542 -3.0917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8417 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8292 -2.6792 0.0000 C 0 0 0 0...
InChI=1S/C19H23N3O4/c1-10-8-21(5-4-17(10)23)16-7-15-12(6-14(16)20)18(24)13(19(25)26)9-22(15)11-2-3-11/h6-7,9-11,17,23H,2-5,8,20H2,1H3,(H,25,26)
FCOWJRSGLIANNU-UHFFFAOYSA-N
1.82
2
C19H23N3O4
357.41
6
3
26
357.41
-0.06
0
108.79
0.72
N
3
CHEMBL138183
CHEMBL138183
CHEMBL138183
null
null
null
null
Proteus vulgaris
null
null
585
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antibacterial activity tested against Proteus vulgaris CNUR 5
CHEMBL1129660
Non-molecular target assigned
N
null
1
CHEMBL614450
null
null
null
Proteus vulgaris
Proteus vulgaris
false
ORGANISM
585
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The 6-aminoquinolone had previously been identified as a new class of quinolone antibacterial agents. To continue our structure-activity relationship (SAR) study in this series, novel 6-amino-8-methylquinolone derivatives have now been synthesized and evaluated for in vitro antibacterial activity. We have shown that th...
Cecchetti V, Fravolini A, Lorenzini MC, Tabarrini O, Terni P, Xin T.
10.1021/jm950558v
null
436
2
J Med Chem
null
8,558,512
1
Studies on 6-aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-methylquinolones.
39
1,996
null
46,882
CHEMBL767635
Antibacterial activity tested against Providencia stuartii CNUR 5
F
BAO_0000218
organism-based format
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
null
CHEMBL1129660
J Med Chem
1,996
CHEMBL138183
null
null
0
http://www.openphacts.org/units/MicrogramPerMilliliter
267,391
=
1
1
=
MIC
ug.mL-1
8
CHEMBL614445
Providencia stuartii
Providencia stuartii
588
null
MIC
ug ml-1
UO_0000274
8.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
RDKit 2D 26 29 0 0 0 0 0 0 0 0999 V2000 7.2667 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5542 -3.0917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8417 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8292 -2.6792 0.0000 C 0 0 0 0...
InChI=1S/C19H23N3O4/c1-10-8-21(5-4-17(10)23)16-7-15-12(6-14(16)20)18(24)13(19(25)26)9-22(15)11-2-3-11/h6-7,9-11,17,23H,2-5,8,20H2,1H3,(H,25,26)
FCOWJRSGLIANNU-UHFFFAOYSA-N
1.82
2
C19H23N3O4
357.41
6
3
26
357.41
-0.06
0
108.79
0.72
N
3
CHEMBL138183
CHEMBL138183
CHEMBL138183
null
null
null
null
Providencia stuartii
null
null
588
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antibacterial activity tested against Providencia stuartii CNUR 5
CHEMBL1129660
Non-molecular target assigned
N
null
1
CHEMBL614445
null
null
null
Providencia stuartii
Providencia stuartii
false
ORGANISM
588
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The 6-aminoquinolone had previously been identified as a new class of quinolone antibacterial agents. To continue our structure-activity relationship (SAR) study in this series, novel 6-amino-8-methylquinolone derivatives have now been synthesized and evaluated for in vitro antibacterial activity. We have shown that th...
Cecchetti V, Fravolini A, Lorenzini MC, Tabarrini O, Terni P, Xin T.
10.1021/jm950558v
null
436
2
J Med Chem
null
8,558,512
1
Studies on 6-aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-methylquinolones.
39
1,996
null
46,883
CHEMBL700138
Antibacterial activity tested against Klebsiella pneumoniae (Klebsiella pneumoniae) ATCC 10031
F
BAO_0000218
organism-based format
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
null
CHEMBL1129660
J Med Chem
1,996
CHEMBL138183
null
null
0
http://www.openphacts.org/units/MicrogramPerMilliliter
267,391
=
1
1
=
MIC
ug.mL-1
0.03
CHEMBL350
Klebsiella pneumoniae
Klebsiella pneumoniae
573
null
MIC
ug ml-1
UO_0000274
0.03
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC1CN(c2cc3c(cc2N)c(=O)c(C(=O)O)cn3C2CC2)CCC1O
RDKit 2D 26 29 0 0 0 0 0 0 0 0999 V2000 7.2667 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5542 -3.0917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8417 -1.8542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8292 -2.6792 0.0000 C 0 0 0 0...
InChI=1S/C19H23N3O4/c1-10-8-21(5-4-17(10)23)16-7-15-12(6-14(16)20)18(24)13(19(25)26)9-22(15)11-2-3-11/h6-7,9-11,17,23H,2-5,8,20H2,1H3,(H,25,26)
FCOWJRSGLIANNU-UHFFFAOYSA-N
1.82
2
C19H23N3O4
357.41
6
3
26
357.41
-0.06
0
108.79
0.72
N
3
CHEMBL138183
CHEMBL138183
CHEMBL138183
null
null
null
null
Klebsiella pneumoniae
null
null
573
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antibacterial activity tested against Klebsiella pneumoniae (Klebsiella pneumoniae) ATCC 10031
CHEMBL1129660
Non-molecular target assigned
N
null
1
CHEMBL350
null
null
null
Klebsiella pneumoniae
Klebsiella pneumoniae
false
ORGANISM
573
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The 6-aminoquinolone had previously been identified as a new class of quinolone antibacterial agents. To continue our structure-activity relationship (SAR) study in this series, novel 6-amino-8-methylquinolone derivatives have now been synthesized and evaluated for in vitro antibacterial activity. We have shown that th...
Cecchetti V, Fravolini A, Lorenzini MC, Tabarrini O, Terni P, Xin T.
10.1021/jm950558v
null
436
2
J Med Chem
null
8,558,512
1
Studies on 6-aminoquinolones: synthesis and antibacterial evaluation of 6-amino-8-methylquinolones.
39
1,996
null
51,895
CHEMBL765482
Inhibition of human recombinant phosphodiesterase 4A
B
BAO_0000357
single protein format
CCCC(=O)Nc1ccc([C@@H](Cc2ccncc2)c2ccc(OC)c(OC3CCCC3)c2)cc1
null
CHEMBL1135122
Bioorg Med Chem Lett
2,002
CHEMBL286921
null
8.32
0
http://www.openphacts.org/units/Nanomolar
52,317
=
1
1
=
IC50
nM
4.8
CHEMBL254
Homo sapiens
3',5'-cyclic-AMP phosphodiesterase 4A
9606
null
IC50
nM
UO_0000065
4.8
18.14
0.33
1.80
13.76
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCC(=O)Nc1ccc([C@@H](Cc2ccncc2)c2ccc(OC)c(OC3CCCC3)c2)cc1
RDKit 2D 34 37 0 0 1 0 0 0 0 0999 V2000 7.5167 -9.2625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8042 -8.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5167 -10.0875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8125 -8.8500 0.0000 C 0 0 0 0...
InChI=1S/C29H34N2O3/c1-3-6-29(32)31-24-12-9-22(10-13-24)26(19-21-15-17-30-18-16-21)23-11-14-27(33-2)28(20-23)34-25-7-4-5-8-25/h9-18,20,25-26H,3-8,19H2,1-2H3,(H,31,32)/t26-/m1/s1
HRGGMEYNCDFKRQ-AREMUKBSSA-N
6.52
3
C29H34N2O3
458.60
4
1
34
458.6
-0.41
1
60.45
0.38
N
10
CHEMBL286921
CHEMBL286921
CHEMBL286921
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of human recombinant phosphodiesterase 4A
CHEMBL1135122
Homologous protein target assigned
H
null
1
CHEMBL254
null
null
null
Homo sapiens
3',5'-cyclic-AMP phosphodiesterase 4A
false
SINGLE PROTEIN
9,606
P27815
3',5'-cyclic-AMP phosphodiesterase 4A
PROTEIN
306
1
null
null
null
null
null
null
null
null
null
null
null
The discovery, synthesis and biological activity of a series of triarylethane phosphodiesterase 4 inhibitors is described. Structure-activity relationship studies are presented for CDP840 (29), a potent, chiral, selective inhibitor of PDE 4 (IC(50) 4nM). CDP840 is non-emetic in the ferret at 30mgkg(-1) (po), active in ...
Alexander RP, Warrellow GJ, Eaton MA, Boyd EC, Head JC, Porter JR, Brown JA, Reuberson JT, Hutchinson B, Turner P, Boyce B, Barnes D, Mason B, Cannell A, Taylor RJ, Zomaya A, Millican A, Leonard J, Morphy R, Wales M, Perry M, Allen RA, Gozzard N, Hughes B, Higgs G.
10.1016/s0960-894x(02)00202-0
null
1451
11
Bioorg Med Chem Lett
null
12,031,318
1
CDP840. A prototype of a novel class of orally active anti-inflammatory phosphodiesterase 4 inhibitors.
12
2,002
null
51,896
CHEMBL701320
Inhibition of LPS-stimulated TNF-alpha production in human whole blood
F
BAO_0000218
organism-based format
CCCC(=O)Nc1ccc([C@@H](Cc2ccncc2)c2ccc(OC)c(OC3CCCC3)c2)cc1
null
CHEMBL1135122
Bioorg Med Chem Lett
2,002
CHEMBL286921
null
4.64
0
http://www.openphacts.org/units/Nanomolar
52,317
=
1
1
=
IC50
nM
22,900
CHEMBL372
Homo sapiens
Homo sapiens
9606
null
IC50
uM
UO_0000065
22.9
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCC(=O)Nc1ccc([C@@H](Cc2ccncc2)c2ccc(OC)c(OC3CCCC3)c2)cc1
RDKit 2D 34 37 0 0 1 0 0 0 0 0999 V2000 7.5167 -9.2625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8042 -8.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5167 -10.0875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8125 -8.8500 0.0000 C 0 0 0 0...
InChI=1S/C29H34N2O3/c1-3-6-29(32)31-24-12-9-22(10-13-24)26(19-21-15-17-30-18-16-21)23-11-14-27(33-2)28(20-23)34-25-7-4-5-8-25/h9-18,20,25-26H,3-8,19H2,1-2H3,(H,31,32)/t26-/m1/s1
HRGGMEYNCDFKRQ-AREMUKBSSA-N
6.52
3
C29H34N2O3
458.60
4
1
34
458.6
-0.41
1
60.45
0.38
N
10
CHEMBL286921
CHEMBL286921
CHEMBL286921
null
null
null
null
Homo sapiens
null
null
9,606
Blood
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Inhibition of LPS-stimulated TNF-alpha production in human whole blood
CHEMBL1135122
Non-molecular target assigned
N
null
1
CHEMBL372
CHEMBL3638178
null
null
Homo sapiens
Homo sapiens
false
ORGANISM
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The discovery, synthesis and biological activity of a series of triarylethane phosphodiesterase 4 inhibitors is described. Structure-activity relationship studies are presented for CDP840 (29), a potent, chiral, selective inhibitor of PDE 4 (IC(50) 4nM). CDP840 is non-emetic in the ferret at 30mgkg(-1) (po), active in ...
Alexander RP, Warrellow GJ, Eaton MA, Boyd EC, Head JC, Porter JR, Brown JA, Reuberson JT, Hutchinson B, Turner P, Boyce B, Barnes D, Mason B, Cannell A, Taylor RJ, Zomaya A, Millican A, Leonard J, Morphy R, Wales M, Perry M, Allen RA, Gozzard N, Hughes B, Higgs G.
10.1016/s0960-894x(02)00202-0
null
1451
11
Bioorg Med Chem Lett
null
12,031,318
1
CDP840. A prototype of a novel class of orally active anti-inflammatory phosphodiesterase 4 inhibitors.
12
2,002
null
51,897
CHEMBL807818
Inhibitory activity against TNF-alpha production using lipopolysaccharide stimulated human monocytic cells
F
BAO_0000219
cell-based format
CCOCn1nnc(-c2ccc(F)cc2)c1-c1ccnc(Oc2ccccc2)n1
null
CHEMBL1136818
Bioorg Med Chem Lett
2,003
CHEMBL43042
null
7.13
0
http://www.openphacts.org/units/Nanomolar
73,549
=
1
1
=
IC50
nM
74
CHEMBL614245
Homo sapiens
THP-1
9606
null
IC50
nM
UO_0000065
74.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCOCn1nnc(-c2ccc(F)cc2)c1-c1ccnc(Oc2ccccc2)n1
RDKit 2D 29 32 0 0 0 0 0 0 0 0999 V2000 1.0625 -0.4792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1625 0.3375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9667 0.4958 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3667 -0.2167 0.0000 N 0 0 0 0...
InChI=1S/C21H18FN5O2/c1-2-28-14-27-20(19(25-26-27)15-8-10-16(22)11-9-15)18-12-13-23-21(24-18)29-17-6-4-3-5-7-17/h3-13H,2,14H2,1H3
HGGZEKIWLQHYRC-UHFFFAOYSA-N
4.33
4
C21H18FN5O2
391.41
7
0
29
391.41
-1.51
0
74.95
0.47
N
7
CHEMBL43042
CHEMBL43042
CHEMBL43042
null
null
null
THP-1
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3307574
Target assigned is non-molecular
1
Inhibitory activity against TNF-alpha production using lipopolysaccharide stimulated human monocytic cells
CHEMBL1136818
Non-molecular target assigned
N
null
1
CHEMBL614245
null
null
null
Homo sapiens
THP-1
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
4-Aryl-5-pyridyl and 4-aryl-5-pyrimidyl based inhibitors of TNF-alpha production, which contain a novel triazole 5-member heterocyclic core, are described. Many pyridyl triazoles containing either an alkyl ether or a substituted aryl side chain on the triazole core showed sub-micromolar activity against LPS-induced TNF...
Tullis JS, VanRens JC, Natchus MG, Clark MP, De B, Hsieh LC, Janusz MJ.
10.1016/s0960-894x(03)00238-5
null
1665
10
Bioorg Med Chem Lett
null
12,729,637
1
The development of new triazole based inhibitors of tumor necrosis factor-alpha (TNF-alpha) production.
13
2,003
null
51,898
CHEMBL807818
Inhibitory activity against TNF-alpha production using lipopolysaccharide stimulated human monocytic cells
F
BAO_0000219
cell-based format
CCOCn1nnc(-c2ccc(F)cc2)c1-c1ccnc(NCc2ccccc2)n1
null
CHEMBL1136818
Bioorg Med Chem Lett
2,003
CHEMBL42959
null
7
0
http://www.openphacts.org/units/Nanomolar
73,565
=
1
1
=
IC50
nM
100
CHEMBL614245
Homo sapiens
THP-1
9606
null
IC50
nM
UO_0000065
100.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCOCn1nnc(-c2ccc(F)cc2)c1-c1ccnc(NCc2ccccc2)n1
RDKit 2D 30 33 0 0 0 0 0 0 0 0999 V2000 -0.2250 -0.4792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1250 0.3458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6792 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0792 -0.2167 0.0000 N 0 0 0 0...
InChI=1S/C22H21FN6O/c1-2-30-15-29-21(20(27-28-29)17-8-10-18(23)11-9-17)19-12-13-24-22(26-19)25-14-16-6-4-3-5-7-16/h3-13H,2,14-15H2,1H3,(H,24,25,26)
GXMVDAJMBKTOBP-UHFFFAOYSA-N
4.15
4
C22H21FN6O
404.45
7
1
30
404.45
-1.61
0
77.75
0.48
N
8
CHEMBL42959
CHEMBL42959
CHEMBL42959
null
null
null
THP-1
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3307574
Target assigned is non-molecular
1
Inhibitory activity against TNF-alpha production using lipopolysaccharide stimulated human monocytic cells
CHEMBL1136818
Non-molecular target assigned
N
null
1
CHEMBL614245
null
null
null
Homo sapiens
THP-1
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
4-Aryl-5-pyridyl and 4-aryl-5-pyrimidyl based inhibitors of TNF-alpha production, which contain a novel triazole 5-member heterocyclic core, are described. Many pyridyl triazoles containing either an alkyl ether or a substituted aryl side chain on the triazole core showed sub-micromolar activity against LPS-induced TNF...
Tullis JS, VanRens JC, Natchus MG, Clark MP, De B, Hsieh LC, Janusz MJ.
10.1016/s0960-894x(03)00238-5
null
1665
10
Bioorg Med Chem Lett
null
12,729,637
1
The development of new triazole based inhibitors of tumor necrosis factor-alpha (TNF-alpha) production.
13
2,003
null
51,900
CHEMBL647884
In vitro binding affinity to the angiotensin II receptor, type 1 in rat liver
B
BAO_0000019
assay format
CNCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]1CCSSCC[C@H](C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](Cc2ccccc2)C(=O)O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC1=O
null
CHEMBL1126724
J Med Chem
1,993
CHEMBL264450
null
8.89
0
http://www.openphacts.org/units/Nanomolar
97,089
=
1
1
=
IC50
nM
1.3
CHEMBL2094250
Rattus norvegicus
Angiotensin II receptor (AT-1) type-1
10116
null
IC50
nM
UO_0000065
1.3
8.69
null
null
null
-1
0
-1
null
PEPTIDE1{[Sar].R.[dHcy].[dY].[dHcy].H.[dP].F}$PEPTIDE1,PEPTIDE1,5:R3-3:R3$$$
-1
null
Protein
0
false
false
0
null
-1
BOTH
false
false
null
null
false
CNCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]1CCSSCC[C@H](C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](Cc2ccccc2)C(=O)O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC1=O
RDKit 2D 71 75 0 0 1 0 0 0 0 0999 V2000 7.2292 -3.7917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4292 -3.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7917 -2.2625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6792 -3.5625 0.0000 N 0 0 0 0...
InChI=1S/C46H63N13O10S2/c1-49-25-38(61)53-31(9-5-17-51-46(47)48)39(62)54-32-15-19-70-71-20-16-33(55-42(65)34(56-40(32)63)21-28-11-13-30(60)14-12-28)41(64)57-35(23-29-24-50-26-52-29)44(67)59-18-6-10-37(59)43(66)58-36(45(68)69)22-27-7-3-2-4-8-27/h2-4,7-8,11-14,24,26,31-37,49,60H,5-6,9-10,15-23,25H2,1H3,(H,50,52)(H,53,61)...
VUJKZLLQFJUYIG-VZQVFHNMSA-N
null
null
C46H63N13O10S2
1022.22
null
null
null
1,022.22
null
null
null
null
null
null
CHEMBL264450
CHEMBL264450
CHEMBL264450
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Multiple homologous protein targets may be assigned
4
In vitro binding affinity to the angiotensin II receptor, type 1 in rat liver
CHEMBL1126724
Homologous protein target assigned
H
null
1
CHEMBL2094250
null
null
null
Rattus norvegicus
Angiotensin II receptor (AT-1) type-1
false
PROTEIN FAMILY
10,116
P29089
Type-1 angiotensin II receptor B
PROTEIN
1,661
2
null
null
null
null
null
null
null
null
null
null
null
Angiotensin II, Asp-Arg-Val-Tyr-His-Pro-Phe, binds its receptor with a postulated turn centered at residue four. Analogs of angiotensin II which contain a disulfide bridge between the side chains of residues 3 and 5 retain significant activity consistent with this hypothesis. Incorporation of 4-mercaptoproline residues...
Plucinska K, Kataoka T, Yodo M, Cody WL, He JX, Humblet C, Lu GH, Lunney E, Major TC, Panek RL.
10.1021/jm00065a013
null
1902
13
J Med Chem
null
8,515,427
1
Multiple binding modes for the receptor-bound conformations of cyclic AII agonists.
36
1,993
null
51,901
CHEMBL647843
In vitro binding affinity at angiotensin II (type 2) receptor in rabbit uterus.
B
BAO_0000357
single protein format
CNCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]1CCSSCC[C@H](C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](Cc2ccccc2)C(=O)O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC1=O
null
CHEMBL1126724
J Med Chem
1,993
CHEMBL264450
null
7.1
0
http://www.openphacts.org/units/Nanomolar
97,089
=
1
1
=
IC50
nM
80
CHEMBL4607
Homo sapiens
Type-2 angiotensin II receptor
9606
null
IC50
nM
UO_0000065
80.0
6.94
null
null
null
-1
0
-1
null
PEPTIDE1{[Sar].R.[dHcy].[dY].[dHcy].H.[dP].F}$PEPTIDE1,PEPTIDE1,5:R3-3:R3$$$
-1
null
Protein
0
false
false
0
null
-1
BOTH
false
false
null
null
false
CNCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]1CCSSCC[C@H](C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](Cc2ccccc2)C(=O)O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC1=O
RDKit 2D 71 75 0 0 1 0 0 0 0 0999 V2000 7.2292 -3.7917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4292 -3.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7917 -2.2625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6792 -3.5625 0.0000 N 0 0 0 0...
InChI=1S/C46H63N13O10S2/c1-49-25-38(61)53-31(9-5-17-51-46(47)48)39(62)54-32-15-19-70-71-20-16-33(55-42(65)34(56-40(32)63)21-28-11-13-30(60)14-12-28)41(64)57-35(23-29-24-50-26-52-29)44(67)59-18-6-10-37(59)43(66)58-36(45(68)69)22-27-7-3-2-4-8-27/h2-4,7-8,11-14,24,26,31-37,49,60H,5-6,9-10,15-23,25H2,1H3,(H,50,52)(H,53,61)...
VUJKZLLQFJUYIG-VZQVFHNMSA-N
null
null
C46H63N13O10S2
1022.22
null
null
null
1,022.22
null
null
null
null
null
null
CHEMBL264450
CHEMBL264450
CHEMBL264450
null
null
null
null
Oryctolagus cuniculus
null
null
9,986
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
In vitro binding affinity at angiotensin II (type 2) receptor in rabbit uterus.
CHEMBL1126724
Homologous protein target assigned
H
null
1
CHEMBL4607
null
null
null
Homo sapiens
Type-2 angiotensin II receptor
false
SINGLE PROTEIN
9,606
P50052
Type-2 angiotensin II receptor
PROTEIN
2,924
1
null
null
null
null
null
null
null
null
null
null
null
Angiotensin II, Asp-Arg-Val-Tyr-His-Pro-Phe, binds its receptor with a postulated turn centered at residue four. Analogs of angiotensin II which contain a disulfide bridge between the side chains of residues 3 and 5 retain significant activity consistent with this hypothesis. Incorporation of 4-mercaptoproline residues...
Plucinska K, Kataoka T, Yodo M, Cody WL, He JX, Humblet C, Lu GH, Lunney E, Major TC, Panek RL.
10.1021/jm00065a013
null
1902
13
J Med Chem
null
8,515,427
1
Multiple binding modes for the receptor-bound conformations of cyclic AII agonists.
36
1,993
null
51,902
CHEMBL770664
Agonist efficacy assessed from contractile responses on rabbit aorta (AT1)
F
BAO_0000218
organism-based format
CNCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]1CCSSCC[C@H](C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](Cc2ccccc2)C(=O)O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC1=O
null
CHEMBL1126724
J Med Chem
1,993
CHEMBL264450
null
8.49
0
http://www.openphacts.org/units/Nanomolar
97,089
=
1
1
=
EC50
nM
3.2
CHEMBL374
Oryctolagus cuniculus
Oryctolagus cuniculus
9986
null
EC50
nM
UO_0000065
3.2
null
null
null
null
-1
0
-1
null
PEPTIDE1{[Sar].R.[dHcy].[dY].[dHcy].H.[dP].F}$PEPTIDE1,PEPTIDE1,5:R3-3:R3$$$
-1
null
Protein
0
false
false
0
null
-1
BOTH
false
false
null
null
false
CNCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H]1CCSSCC[C@H](C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N2CCC[C@@H]2C(=O)N[C@@H](Cc2ccccc2)C(=O)O)NC(=O)[C@@H](Cc2ccc(O)cc2)NC1=O
RDKit 2D 71 75 0 0 1 0 0 0 0 0999 V2000 7.2292 -3.7917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4292 -3.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7917 -2.2625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6792 -3.5625 0.0000 N 0 0 0 0...
InChI=1S/C46H63N13O10S2/c1-49-25-38(61)53-31(9-5-17-51-46(47)48)39(62)54-32-15-19-70-71-20-16-33(55-42(65)34(56-40(32)63)21-28-11-13-30(60)14-12-28)41(64)57-35(23-29-24-50-26-52-29)44(67)59-18-6-10-37(59)43(66)58-36(45(68)69)22-27-7-3-2-4-8-27/h2-4,7-8,11-14,24,26,31-37,49,60H,5-6,9-10,15-23,25H2,1H3,(H,50,52)(H,53,61)...
VUJKZLLQFJUYIG-VZQVFHNMSA-N
null
null
C46H63N13O10S2
1022.22
null
null
null
1,022.22
null
null
null
null
null
null
CHEMBL264450
CHEMBL264450
CHEMBL264450
null
null
null
null
Oryctolagus cuniculus
null
null
9,986
Aorta
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Agonist efficacy assessed from contractile responses on rabbit aorta (AT1)
CHEMBL1126724
Non-molecular target assigned
N
null
1
CHEMBL374
CHEMBL3638186
null
null
Oryctolagus cuniculus
Oryctolagus cuniculus
false
ORGANISM
9,986
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
Angiotensin II, Asp-Arg-Val-Tyr-His-Pro-Phe, binds its receptor with a postulated turn centered at residue four. Analogs of angiotensin II which contain a disulfide bridge between the side chains of residues 3 and 5 retain significant activity consistent with this hypothesis. Incorporation of 4-mercaptoproline residues...
Plucinska K, Kataoka T, Yodo M, Cody WL, He JX, Humblet C, Lu GH, Lunney E, Major TC, Panek RL.
10.1021/jm00065a013
null
1902
13
J Med Chem
null
8,515,427
1
Multiple binding modes for the receptor-bound conformations of cyclic AII agonists.
36
1,993
null
51,903
CHEMBL663490
Binding activity against Cholecystokinin type A receptor from rat pancreas using [125]BH CCK-8s as radioligand.
B
BAO_0000357
single protein format
Cc1cccc(NC(=O)NC2N=C(N3CCCC3)c3ccccc3N(C)C2=O)c1
null
CHEMBL1127663
J Med Chem
1,994
CHEMBL315214
null
6.32
0
http://www.openphacts.org/units/Nanomolar
318,519
=
1
1
=
IC50
nM
480
CHEMBL2871
Rattus norvegicus
Cholecystokinin receptor type A
10116
null
IC50
nM
UO_0000065
480.0
16.14
0.30
3.36
8.20
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1cccc(NC(=O)NC2N=C(N3CCCC3)c3ccccc3N(C)C2=O)c1
RDKit 2D 29 32 0 0 0 0 0 0 0 0999 V2000 5.6792 -7.2125 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1000 -7.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9417 -6.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1000 -6.0042 0.0000 N 0 0 0 0...
InChI=1S/C22H25N5O2/c1-15-8-7-9-16(14-15)23-22(29)25-19-21(28)26(2)18-11-4-3-10-17(18)20(24-19)27-12-5-6-13-27/h3-4,7-11,14,19H,5-6,12-13H2,1-2H3,(H2,23,25,29)
PGOJZWSRPJMLLS-UHFFFAOYSA-N
2.96
2
C22H25N5O2
391.48
4
2
29
391.48
-1.03
0
77.04
0.83
N
2
CHEMBL315214
CHEMBL315214
CHEMBL315214
null
null
null
null
Rattus norvegicus
null
null
10,116
null
B
Binding
BAO_0000357
single protein format
null
Direct single protein target assigned
9
Binding activity against Cholecystokinin type A receptor from rat pancreas using [125]BH CCK-8s as radioligand.
CHEMBL1127663
Direct protein target assigned
D
null
1
CHEMBL2871
null
null
null
Rattus norvegicus
Cholecystokinin receptor type A
false
SINGLE PROTEIN
10,116
P30551
Cholecystokinin receptor type A
PROTEIN
1,201
1
null
null
null
null
null
null
null
null
null
null
null
Showell GA, Bourrain S, Neduvelil JG, Fletcher SR, Baker R, Watt AP, Fletcher AE, Freedman SB, Kemp JA, Marshall GR.
10.1021/jm00032a002
null
719
6
J Med Chem
null
8,145,219
1
High-affinity and potent, water-soluble 5-amino-1,4-benzodiazepine CCKB/gastrin receptor antagonists containing a cationic solubilizing group.
37
1,994
null
51,904
CHEMBL657472
Binding activity against Cholecystokinin type B receptor from guinea pig cortex using [125]BH CCK-8s as radioligand.
B
BAO_0000019
assay format
Cc1cccc(NC(=O)NC2N=C(N3CCCC3)c3ccccc3N(C)C2=O)c1
null
CHEMBL1127663
J Med Chem
1,994
CHEMBL315214
null
6.86
0
http://www.openphacts.org/units/Nanomolar
318,519
=
1
1
=
IC50
nM
137
CHEMBL298
Homo sapiens
Gastrin/cholecystokinin type B receptor
9606
null
IC50
nM
UO_0000065
137.0
17.53
0.32
3.90
8.91
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1cccc(NC(=O)NC2N=C(N3CCCC3)c3ccccc3N(C)C2=O)c1
RDKit 2D 29 32 0 0 0 0 0 0 0 0999 V2000 5.6792 -7.2125 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1000 -7.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9417 -6.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1000 -6.0042 0.0000 N 0 0 0 0...
InChI=1S/C22H25N5O2/c1-15-8-7-9-16(14-15)23-22(29)25-19-21(28)26(2)18-11-4-3-10-17(18)20(24-19)27-12-5-6-13-27/h3-4,7-11,14,19H,5-6,12-13H2,1-2H3,(H2,23,25,29)
PGOJZWSRPJMLLS-UHFFFAOYSA-N
2.96
2
C22H25N5O2
391.48
4
2
29
391.48
-1.03
0
77.04
0.83
N
2
CHEMBL315214
CHEMBL315214
CHEMBL315214
null
null
null
null
Cavia porcellus
null
null
10,141
null
B
Binding
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Binding activity against Cholecystokinin type B receptor from guinea pig cortex using [125]BH CCK-8s as radioligand.
CHEMBL1127663
Homologous protein target assigned
H
null
1
CHEMBL298
null
null
null
Homo sapiens
Gastrin/cholecystokinin type B receptor
false
SINGLE PROTEIN
9,606
P32239
Gastrin/cholecystokinin type B receptor
PROTEIN
109
1
null
null
null
null
null
null
null
null
null
null
null
Showell GA, Bourrain S, Neduvelil JG, Fletcher SR, Baker R, Watt AP, Fletcher AE, Freedman SB, Kemp JA, Marshall GR.
10.1021/jm00032a002
null
719
6
J Med Chem
null
8,145,219
1
High-affinity and potent, water-soluble 5-amino-1,4-benzodiazepine CCKB/gastrin receptor antagonists containing a cationic solubilizing group.
37
1,994
null
51,905
CHEMBL665989
Binding affinity against corticosteroid-binding globulin
B
BAO_0000357
single protein format
C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
null
CHEMBL1126971
J Med Chem
1,993
CHEMBL316048
ANDROSTANEDIOL
null
0
null
264,670
=
1
0
=
Log 1/K
null
-5
CHEMBL2421
Homo sapiens
Corticosteroid-binding globulin
9606
null
Log 1/K
null
null
-5.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
1
false
false
0
ANDROSTANEDIOL
-1
MOL
false
false
null
null
false
C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
RDKit 2D 25 28 0 0 1 0 0 0 0 0999 V2000 1.8693 -0.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9972 0.9763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 0.1502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9972 0.1585 0.0000 C 0 0 0 0...
InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1
CBMYJHIOYJEBSB-YSZCXEEOSA-N
3.75
0
C19H32O2
292.46
2
2
21
292.46
2.37
0
40.46
0.71
N
0
CHEMBL316048
CHEMBL316048
CHEMBL316048
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity against corticosteroid-binding globulin
CHEMBL1126971
Homologous protein target assigned
H
null
1
CHEMBL2421
null
null
null
Homo sapiens
Corticosteroid-binding globulin
false
SINGLE PROTEIN
9,606
P08185
Corticosteroid-binding globulin
PROTEIN
762
1
null
null
null
null
null
null
null
null
null
null
null
An alternative method for determining structure-activity correlations is presented. Ligand molecules are described using data matrices derived from the results of N by N (each molecule compared to every other) molecular similarity calculations. The matrices were analyzed using a neural network pattern recognition techn...
Good AC, So SS, Richards WG.
10.1021/jm00056a002
null
433
4
J Med Chem
null
8,474,098
1
Structure-activity relationships from molecular similarity matrices.
36
1,993
null
51,906
CHEMBL812631
Binding affinity against testosterone-binding globulin (TeBG)
B
BAO_0000357
single protein format
C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
null
CHEMBL1126971
J Med Chem
1,993
CHEMBL316048
ANDROSTANEDIOL
null
0
null
264,670
=
1
0
=
Log 1/K
null
-9.11
CHEMBL3305
Homo sapiens
Sex hormone-binding globulin
9606
null
Log 1/K
null
null
-9.11
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
1
false
false
0
ANDROSTANEDIOL
-1
MOL
false
false
null
null
false
C[C@]12CC[C@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
RDKit 2D 25 28 0 0 1 0 0 0 0 0999 V2000 1.8693 -0.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9972 0.9763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 0.1502 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9972 0.1585 0.0000 C 0 0 0 0...
InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1
CBMYJHIOYJEBSB-YSZCXEEOSA-N
3.75
0
C19H32O2
292.46
2
2
21
292.46
2.37
0
40.46
0.71
N
0
CHEMBL316048
CHEMBL316048
CHEMBL316048
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity against testosterone-binding globulin (TeBG)
CHEMBL1126971
Homologous protein target assigned
H
null
1
CHEMBL3305
null
null
null
Homo sapiens
Sex hormone-binding globulin
false
SINGLE PROTEIN
9,606
P04278
Sex hormone-binding globulin
PROTEIN
1,625
1
null
null
null
null
null
null
null
null
null
null
null
An alternative method for determining structure-activity correlations is presented. Ligand molecules are described using data matrices derived from the results of N by N (each molecule compared to every other) molecular similarity calculations. The matrices were analyzed using a neural network pattern recognition techn...
Good AC, So SS, Richards WG.
10.1021/jm00056a002
null
433
4
J Med Chem
null
8,474,098
1
Structure-activity relationships from molecular similarity matrices.
36
1,993
null
51,907
CHEMBL665989
Binding affinity against corticosteroid-binding globulin
B
BAO_0000357
single protein format
C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@H]2O
null
CHEMBL1126971
J Med Chem
1,993
CHEMBL1232445
null
null
0
null
264,661
=
1
0
=
Log 1/K
null
-5
CHEMBL2421
Homo sapiens
Corticosteroid-binding globulin
9606
null
Log 1/K
null
null
-5.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
1
false
false
0
null
-1
MOL
false
false
null
null
false
C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@H]2O
RDKit 2D 24 27 0 0 1 0 0 0 0 0999 V2000 9.7473 -5.1879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7210 -5.9790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0270 -6.3525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3469 -5.9343 0.0000 C 0 0 0 0...
InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17-,18+/m1/s1
PROQIPRRNZUXQM-PNVOZDDCSA-N
2.58
1
C18H24O3
288.39
3
3
21
288.39
2.51
0
60.69
0.69
N
0
CHEMBL1232445
CHEMBL1232445
CHEMBL1232445
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity against corticosteroid-binding globulin
CHEMBL1126971
Homologous protein target assigned
H
null
1
CHEMBL2421
null
null
null
Homo sapiens
Corticosteroid-binding globulin
false
SINGLE PROTEIN
9,606
P08185
Corticosteroid-binding globulin
PROTEIN
762
1
null
null
null
null
null
null
null
null
null
null
null
An alternative method for determining structure-activity correlations is presented. Ligand molecules are described using data matrices derived from the results of N by N (each molecule compared to every other) molecular similarity calculations. The matrices were analyzed using a neural network pattern recognition techn...
Good AC, So SS, Richards WG.
10.1021/jm00056a002
null
433
4
J Med Chem
null
8,474,098
1
Structure-activity relationships from molecular similarity matrices.
36
1,993
null
51,908
CHEMBL812631
Binding affinity against testosterone-binding globulin (TeBG)
B
BAO_0000357
single protein format
C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@H]2O
null
CHEMBL1126971
J Med Chem
1,993
CHEMBL1232445
null
null
0
null
264,661
=
1
0
=
Log 1/K
null
-6.633
CHEMBL3305
Homo sapiens
Sex hormone-binding globulin
9606
null
Log 1/K
null
null
-6.633
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
1
false
false
0
null
-1
MOL
false
false
null
null
false
C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O)[C@H]2O
RDKit 2D 24 27 0 0 1 0 0 0 0 0999 V2000 9.7473 -5.1879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7210 -5.9790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0270 -6.3525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3469 -5.9343 0.0000 C 0 0 0 0...
InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17-,18+/m1/s1
PROQIPRRNZUXQM-PNVOZDDCSA-N
2.58
1
C18H24O3
288.39
3
3
21
288.39
2.51
0
60.69
0.69
N
0
CHEMBL1232445
CHEMBL1232445
CHEMBL1232445
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity against testosterone-binding globulin (TeBG)
CHEMBL1126971
Homologous protein target assigned
H
null
1
CHEMBL3305
null
null
null
Homo sapiens
Sex hormone-binding globulin
false
SINGLE PROTEIN
9,606
P04278
Sex hormone-binding globulin
PROTEIN
1,625
1
null
null
null
null
null
null
null
null
null
null
null
An alternative method for determining structure-activity correlations is presented. Ligand molecules are described using data matrices derived from the results of N by N (each molecule compared to every other) molecular similarity calculations. The matrices were analyzed using a neural network pattern recognition techn...
Good AC, So SS, Richards WG.
10.1021/jm00056a002
null
433
4
J Med Chem
null
8,474,098
1
Structure-activity relationships from molecular similarity matrices.
36
1,993
null
51,909
CHEMBL665989
Binding affinity against corticosteroid-binding globulin
B
BAO_0000357
single protein format
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@H]43)[C@@H]1CC[C@@H]2O
null
CHEMBL1126971
J Med Chem
1,993
CHEMBL757
NANDROLONE
null
0
null
264,659
=
1
0
=
Log 1/K
null
-6.14
CHEMBL2421
Homo sapiens
Corticosteroid-binding globulin
9606
null
Log 1/K
null
null
-6.14
null
null
null
null
null
0
1
null
null
0
3.0
Small molecule
1
false
false
0
NANDROLONE
0
MOL
false
false
-andr-; -olone
null
false
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@H]43)[C@@H]1CC[C@@H]2O
RDKit 2D 24 27 0 0 0 0 0 0 0 0999 V2000 12.4424 -8.5747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5820 -7.3533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4300 -9.4097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1612 -8.1634 0.0000 C 0 0 0 0...
InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1
NPAGDVCDWIYMMC-IZPLOLCNSA-N
3.49
0
C18H26O2
274.40
2
1
20
274.4
2.56
0
37.3
0.73
N
0
CHEMBL757
CHEMBL757
CHEMBL757
Biobol [TRADE_NAME] | Decadura [TRADE_NAME] | Hybolin [TRADE_NAME] | Menidrabol [TRADE_NAME] | Nandrolone [INN] | Nandrolone [MERCK_INDEX] | Nandrolone [OTHER] | Nandrolone ciii [USP] | NSC-3351 [RESEARCH_CODE]
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Binding affinity against corticosteroid-binding globulin
CHEMBL1126971
Homologous protein target assigned
H
null
1
CHEMBL2421
null
null
null
Homo sapiens
Corticosteroid-binding globulin
false
SINGLE PROTEIN
9,606
P08185
Corticosteroid-binding globulin
PROTEIN
762
1
null
null
null
null
null
null
null
Anemia, Aplastic
Aplastic anemia
3.0
1
An alternative method for determining structure-activity correlations is presented. Ligand molecules are described using data matrices derived from the results of N by N (each molecule compared to every other) molecular similarity calculations. The matrices were analyzed using a neural network pattern recognition techn...
Good AC, So SS, Richards WG.
10.1021/jm00056a002
null
433
4
J Med Chem
null
8,474,098
1
Structure-activity relationships from molecular similarity matrices.
36
1,993
null
51,910
CHEMBL784482
In vitro inhibition of [3H]GABA uptake in rat synaptosomes
F
BAO_0000220
subcellular format
Cc1ccsc1/C(=C\CCN1CCC[C@@H](C(=O)O)C1)c1cccs1.Cl
null
CHEMBL1126711
J Med Chem
1,993
CHEMBL538998
null
6.16
0
http://www.openphacts.org/units/Nanomolar
79,127
=
1
1
=
IC50
nM
690
CHEMBL612545
null
Unchecked
null
null
IC50
nM
UO_0000065
690.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1ccsc1/C(=C\CCN1CCC[C@@H](C(=O)O)C1)c1cccs1.Cl
RDKit 2D 25 26 0 0 0 0 0 0 0 0999 V2000 6.3982 3.3910 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.6078 5.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6109 7.4996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9062 5.2461 0.0000 C 0 0 0 0...
InChI=1S/C19H23NO2S2.ClH/c1-14-8-12-24-18(14)16(17-7-4-11-23-17)6-3-10-20-9-2-5-15(13-20)19(21)22;/h4,6-8,11-12,15H,2-3,5,9-10,13H2,1H3,(H,21,22);1H/b16-6-;/t15-;/m1./s1
XROYBEWJMMPOJM-FDSSRHITSA-N
4.74
2
C19H24ClNO2S2
397.99
4
1
24
361.53
-1.11
0
40.54
0.81
N
6
CHEMBL1189554
CHEMBL538998
CHEMBL1189554
null
null
null
null
null
null
null
null
Brain
F
Functional
BAO_0000220
subcellular format
null
Default value - Target unknown or has yet to be assigned
0
In vitro inhibition of [3H]GABA uptake in rat synaptosomes
CHEMBL1126711
Default value - Target has yet to be curated
U
null
1
CHEMBL612545
CHEMBL3638188
null
null
null
Unchecked
false
UNCHECKED
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A series of different synthetic approaches to novel GABA uptake inhibitors are described, leading to examples which are derivatives of nipecotic acid and guvacine, substituted at nitrogen by 4,4-diaryl-3-butenyl or 2-(diphenylmethoxy)ethyl moieties. The in vitro value for inhibition of [3H]-GABA uptake in rat synaptoso...
Andersen KE, Braestrup C, Grønwald FC, Jørgensen AS, Nielsen EB, Sonnewald U, Sørensen PO, Suzdak PD, Knutsen LJ.
10.1021/jm00064a005
null
1716
12
J Med Chem
null
8,510,100
1
The synthesis of novel GABA uptake inhibitors. 1. Elucidation of the structure-activity studies leading to the choice of (R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic acid (tiagabine) as an anticonvulsant drug candidate.
36
1,993
null
51,911
CHEMBL768652
Inhibition of human platelet aggregation cAMP PDE in vitro
F
BAO_0000019
assay format
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
null
CHEMBL1126868
J Med Chem
1,993
CHEMBL1203063
null
8.9
0
http://www.openphacts.org/units/Nanomolar
208,521
=
1
1
=
IC50
nM
1.25
CHEMBL2094125
Homo sapiens
Phosphodiesterase 3
9606
null
IC50
nM
UO_0000065
1.25
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
RDKit 2D 34 36 0 0 0 0 0 0 0 0999 V2000 20.0891 -4.4207 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 17.3288 -9.8245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2904 -10.4259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9891 -9.6782 0.0000 C 0 0 0 0...
InChI=1S/C24H34N6O3.ClH/c1-3-17(4-2)16-29-9-11-30(12-10-29)24(32)25-8-5-13-33-19-6-7-20-18(14-19)15-21-22(26-20)28-23(31)27-21;/h6-7,14-15,17H,3-5,8-13,16H2,1-2H3,(H,25,32)(H2,26,27,28,31);1H
RLHHUURWVYCZQE-UHFFFAOYSA-N
3.3
1
C24H35ClN6O3
491.04
6
3
33
454.58
-1.22
0
106.61
0.43
N
9
CHEMBL109911
CHEMBL1203063
CHEMBL109911
null
null
null
null
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000019
assay format
null
Multiple direct protein targets may be assigned
5
Inhibition of human platelet aggregation cAMP PDE in vitro
CHEMBL1126868
Direct protein target assigned
D
null
1
CHEMBL2094125
null
null
null
Homo sapiens
Phosphodiesterase 3
false
PROTEIN FAMILY
9,606
Q14432
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A
PROTEIN
379
2
null
null
null
null
null
null
null
null
null
null
null
1-(Cyclohexylmethyl)-4-[4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b] quinolin-7-yl)oxy]-1-oxobutyl]piperazine (2) was previously identified as a potent, water-soluble inhibitor of human blood platelet cAMP phosphodiesterase and of induced aggregation in vitro that demonstrated effective antithrombotic activity in animal mod...
Meanwell NA, Hewawasam P, Thomas JA, Wright JJ, Russell JW, Gamberdella M, Goldenberg HJ, Seiler SM, Zavoico GB.
10.1021/jm00074a005
null
3251
22
J Med Chem
null
8,230,115
1
Inhibitors of blood platelet cAMP phosphodiesterase. 4. Structural variation of the side-chain terminus of water-soluble 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one derivatives.
36
1,993
null
51,913
CHEMBL763979
Inhibition of human platelet aggregation induced by ADP after 3 min incubation with platelet rich plasma
F
BAO_0000218
organism-based format
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
null
CHEMBL1126868
J Med Chem
1,993
CHEMBL1203063
null
10.38
0
http://www.openphacts.org/units/Nanomolar
208,521
=
1
1
=
IC50
nM
0.042
CHEMBL372
Homo sapiens
Homo sapiens
9606
null
IC50
nM
UO_0000065
0.042
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
RDKit 2D 34 36 0 0 0 0 0 0 0 0999 V2000 20.0891 -4.4207 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 17.3288 -9.8245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2904 -10.4259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9891 -9.6782 0.0000 C 0 0 0 0...
InChI=1S/C24H34N6O3.ClH/c1-3-17(4-2)16-29-9-11-30(12-10-29)24(32)25-8-5-13-33-19-6-7-20-18(14-19)15-21-22(26-20)28-23(31)27-21;/h6-7,14-15,17H,3-5,8-13,16H2,1-2H3,(H,25,32)(H2,26,27,28,31);1H
RLHHUURWVYCZQE-UHFFFAOYSA-N
3.3
1
C24H35ClN6O3
491.04
6
3
33
454.58
-1.22
0
106.61
0.43
N
9
CHEMBL109911
CHEMBL1203063
CHEMBL109911
null
null
null
null
Homo sapiens
null
null
9,606
Plasma
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Inhibition of human platelet aggregation induced by ADP after 3 min incubation with platelet rich plasma
CHEMBL1126868
Non-molecular target assigned
N
null
1
CHEMBL372
CHEMBL3559721
null
null
Homo sapiens
Homo sapiens
false
ORGANISM
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
1-(Cyclohexylmethyl)-4-[4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b] quinolin-7-yl)oxy]-1-oxobutyl]piperazine (2) was previously identified as a potent, water-soluble inhibitor of human blood platelet cAMP phosphodiesterase and of induced aggregation in vitro that demonstrated effective antithrombotic activity in animal mod...
Meanwell NA, Hewawasam P, Thomas JA, Wright JJ, Russell JW, Gamberdella M, Goldenberg HJ, Seiler SM, Zavoico GB.
10.1021/jm00074a005
null
3251
22
J Med Chem
null
8,230,115
1
Inhibitors of blood platelet cAMP phosphodiesterase. 4. Structural variation of the side-chain terminus of water-soluble 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one derivatives.
36
1,993
null
51,915
CHEMBL628495
% metabolized in monkey S-9 after 2 hours (10 ug/ml)
A
BAO_0000019
assay format
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
null
CHEMBL1126868
J Med Chem
1,993
CHEMBL1203063
null
null
0
http://qudt.org/vocab/unit#Percent
208,521
=
1
0
=
Activity
%
37.3
CHEMBL612558
null
ADMET
null
null
Activity
%
UO_0000187
37.3
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
RDKit 2D 34 36 0 0 0 0 0 0 0 0999 V2000 20.0891 -4.4207 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 17.3288 -9.8245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2904 -10.4259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9891 -9.6782 0.0000 C 0 0 0 0...
InChI=1S/C24H34N6O3.ClH/c1-3-17(4-2)16-29-9-11-30(12-10-29)24(32)25-8-5-13-33-19-6-7-20-18(14-19)15-21-22(26-20)28-23(31)27-21;/h6-7,14-15,17H,3-5,8-13,16H2,1-2H3,(H,25,32)(H2,26,27,28,31);1H
RLHHUURWVYCZQE-UHFFFAOYSA-N
3.3
1
C24H35ClN6O3
491.04
6
3
33
454.58
-1.22
0
106.61
0.43
N
9
CHEMBL109911
CHEMBL1203063
CHEMBL109911
null
null
null
null
Simiiformes
null
null
314,293
null
A
ADME
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
% metabolized in monkey S-9 after 2 hours (10 ug/ml)
CHEMBL1126868
Default value - Target has yet to be curated
U
null
1
CHEMBL612558
null
null
null
null
ADMET
false
ADMET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
1-(Cyclohexylmethyl)-4-[4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b] quinolin-7-yl)oxy]-1-oxobutyl]piperazine (2) was previously identified as a potent, water-soluble inhibitor of human blood platelet cAMP phosphodiesterase and of induced aggregation in vitro that demonstrated effective antithrombotic activity in animal mod...
Meanwell NA, Hewawasam P, Thomas JA, Wright JJ, Russell JW, Gamberdella M, Goldenberg HJ, Seiler SM, Zavoico GB.
10.1021/jm00074a005
null
3251
22
J Med Chem
null
8,230,115
1
Inhibitors of blood platelet cAMP phosphodiesterase. 4. Structural variation of the side-chain terminus of water-soluble 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one derivatives.
36
1,993
null
51,916
CHEMBL638009
half-life (t1/2 min)
A
BAO_0000019
assay format
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
null
CHEMBL1126868
J Med Chem
1,993
CHEMBL1203063
null
null
0
http://qudt.org/vocab/unit#Hour
208,521
=
1
1
=
T1/2
hr
2.683
CHEMBL612558
null
ADMET
null
null
T1/2
min
UO_0000032
161.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCC(CC)CN1CCN(C(=O)NCCCOc2ccc3[nH]c4nc(O)nc-4cc3c2)CC1.Cl
RDKit 2D 34 36 0 0 0 0 0 0 0 0999 V2000 20.0891 -4.4207 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 17.3288 -9.8245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2904 -10.4259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9891 -9.6782 0.0000 C 0 0 0 0...
InChI=1S/C24H34N6O3.ClH/c1-3-17(4-2)16-29-9-11-30(12-10-29)24(32)25-8-5-13-33-19-6-7-20-18(14-19)15-21-22(26-20)28-23(31)27-21;/h6-7,14-15,17H,3-5,8-13,16H2,1-2H3,(H,25,32)(H2,26,27,28,31);1H
RLHHUURWVYCZQE-UHFFFAOYSA-N
3.3
1
C24H35ClN6O3
491.04
6
3
33
454.58
-1.22
0
106.61
0.43
N
9
CHEMBL109911
CHEMBL1203063
CHEMBL109911
null
null
null
null
null
null
null
null
null
A
ADME
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
half-life (t1/2 min)
CHEMBL1126868
Default value - Target has yet to be curated
U
null
1
CHEMBL612558
null
null
null
null
ADMET
false
ADMET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
1-(Cyclohexylmethyl)-4-[4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b] quinolin-7-yl)oxy]-1-oxobutyl]piperazine (2) was previously identified as a potent, water-soluble inhibitor of human blood platelet cAMP phosphodiesterase and of induced aggregation in vitro that demonstrated effective antithrombotic activity in animal mod...
Meanwell NA, Hewawasam P, Thomas JA, Wright JJ, Russell JW, Gamberdella M, Goldenberg HJ, Seiler SM, Zavoico GB.
10.1021/jm00074a005
null
3251
22
J Med Chem
null
8,230,115
1
Inhibitors of blood platelet cAMP phosphodiesterase. 4. Structural variation of the side-chain terminus of water-soluble 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one derivatives.
36
1,993
null
51,918
CHEMBL763979
Inhibition of human platelet aggregation induced by ADP after 3 min incubation with platelet rich plasma
F
BAO_0000218
organism-based format
Cl.O=S(=O)(CCCOc1ccc2[nH]c3nc(O)nc-3cc2c1)C1CCN(CCc2ccccc2)CC1
null
CHEMBL1126868
J Med Chem
1,993
CHEMBL1203028
null
9.89
0
http://www.openphacts.org/units/Nanomolar
208,540
=
1
1
=
IC50
nM
0.13
CHEMBL372
Homo sapiens
Homo sapiens
9606
null
IC50
nM
UO_0000065
0.13
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cl.O=S(=O)(CCCOc1ccc2[nH]c3nc(O)nc-3cc2c1)C1CCN(CCc2ccccc2)CC1
RDKit 2D 36 39 0 0 0 0 0 0 0 0999 V2000 22.6882 1.6024 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.0792 0.0850 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8792 0.0850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0045 -1.1298 0.0000 N 0 0 0 0...
InChI=1S/C26H30N4O4S.ClH/c31-26-28-24-18-20-17-21(7-8-23(20)27-25(24)29-26)34-15-4-16-35(32,33)22-10-13-30(14-11-22)12-9-19-5-2-1-3-6-19;/h1-3,5-8,17-18,22H,4,9-16H2,(H2,27,28,29,31);1H
CQBXNJPAAXDGHM-UHFFFAOYSA-N
3.66
2
C26H31ClN4O4S
531.08
7
2
35
494.62
-1.02
0
108.41
0.34
N
9
CHEMBL108553
CHEMBL1203028
CHEMBL108553
null
null
null
null
Homo sapiens
null
null
9,606
Plasma
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Inhibition of human platelet aggregation induced by ADP after 3 min incubation with platelet rich plasma
CHEMBL1126868
Non-molecular target assigned
N
null
1
CHEMBL372
CHEMBL3559721
null
null
Homo sapiens
Homo sapiens
false
ORGANISM
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
1-(Cyclohexylmethyl)-4-[4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b] quinolin-7-yl)oxy]-1-oxobutyl]piperazine (2) was previously identified as a potent, water-soluble inhibitor of human blood platelet cAMP phosphodiesterase and of induced aggregation in vitro that demonstrated effective antithrombotic activity in animal mod...
Meanwell NA, Hewawasam P, Thomas JA, Wright JJ, Russell JW, Gamberdella M, Goldenberg HJ, Seiler SM, Zavoico GB.
10.1021/jm00074a005
null
3251
22
J Med Chem
null
8,230,115
1
Inhibitors of blood platelet cAMP phosphodiesterase. 4. Structural variation of the side-chain terminus of water-soluble 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-one derivatives.
36
1,993
null
31,864
CHEMBL872937
In vivo inhibitory activity against human Heparanase
B
BAO_0000218
organism-based format
Cc1ccc2oc(-c3cccc(N4C(=O)c5ccc(C(=O)O)cc5C4=O)c3)nc2c1
null
CHEMBL1146658
Bioorg Med Chem Lett
2,004
CHEMBL324340
null
5.6
0
http://www.openphacts.org/units/Nanomolar
208,970
=
1
1
=
IC50
nM
2,500
CHEMBL3921
Homo sapiens
Heparanase
9606
null
IC50
uM
UO_0000065
2.5
14.06
0.26
1.30
5.56
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1ccc2oc(-c3cccc(N4C(=O)c5ccc(C(=O)O)cc5C4=O)c3)nc2c1
RDKit 2D 30 34 0 0 0 0 0 0 0 0999 V2000 5.9311 2.1934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6456 2.6059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3601 2.1934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9311 1.3684 0.0000 C 0 0 0 0...
InChI=1S/C23H14N2O5/c1-12-5-8-19-18(9-12)24-20(30-19)13-3-2-4-15(10-13)25-21(26)16-7-6-14(23(28)29)11-17(16)22(25)27/h2-11H,1H3,(H,28,29)
SUKVIELCKKEBOJ-UHFFFAOYSA-N
4.3
4
C23H14N2O5
398.37
5
1
30
398.37
-1.35
0
100.71
0.52
N
3
CHEMBL324340
CHEMBL324340
CHEMBL324340
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000218
organism-based format
null
Homologous single protein target assigned
8
In vivo inhibitory activity against human Heparanase
CHEMBL1146658
Homologous protein target assigned
H
null
1
CHEMBL3921
null
null
null
Homo sapiens
Heparanase
false
SINGLE PROTEIN
9,606
Q9Y251
Heparanase
PROTEIN
2,242
1
null
null
null
null
null
null
null
null
null
null
null
A novel class of 2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acids are described as inhibitors of the endo-beta-glucuronidase heparanase. Several of the compounds, for example, 2-[4-propylamino-5-[5-(4-chloro)phenyl-benzoxazol-2-yl]phenyl]-2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid (9c), display potent he...
Courtney SM, Hay PA, Buck RT, Colville CS, Porter DW, Scopes DI, Pollard FC, Page MJ, Bennett JM, Hircock ML, McKenzie EA, Stubberfield CR, Turner PR.
10.1016/j.bmcl.2004.03.086
null
3269
12
Bioorg Med Chem Lett
null
15,149,688
1
2,3-Dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid derivatives: a novel class of small molecule heparanase inhibitors.
14
2,004
null
31,866
CHEMBL872937
In vivo inhibitory activity against human Heparanase
B
BAO_0000218
organism-based format
COc1ccccc1-c1ccc2oc(-c3ccc(OC)c(N4C(=O)c5ccc(C(=O)O)cc5C4=O)c3)nc2c1
null
CHEMBL1146658
Bioorg Med Chem Lett
2,004
CHEMBL109600
null
5.05
0
http://www.openphacts.org/units/Nanomolar
208,987
=
1
1
=
IC50
nM
9,000
CHEMBL3921
Homo sapiens
Heparanase
9606
null
IC50
uM
UO_0000065
9.0
9.69
0.18
-0.63
4.23
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COc1ccccc1-c1ccc2oc(-c3ccc(OC)c(N4C(=O)c5ccc(C(=O)O)cc5C4=O)c3)nc2c1
RDKit 2D 39 44 0 0 0 0 0 0 0 0999 V2000 -3.6663 -3.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9518 -3.5326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2373 -3.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6663 -2.2951 0.0000 C 0 0 0 0...
InChI=1S/C30H20N2O7/c1-37-24-6-4-3-5-19(24)16-8-11-25-22(14-16)31-27(39-25)17-9-12-26(38-2)23(15-17)32-28(33)20-10-7-18(30(35)36)13-21(20)29(32)34/h3-15H,1-2H3,(H,35,36)
ZFJHZUAZBGPPQK-UHFFFAOYSA-N
5.68
5
C30H20N2O7
520.50
7
1
39
520.5
-0.87
2
119.17
0.28
N
6
CHEMBL109600
CHEMBL109600
CHEMBL109600
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000218
organism-based format
null
Homologous single protein target assigned
8
In vivo inhibitory activity against human Heparanase
CHEMBL1146658
Homologous protein target assigned
H
null
1
CHEMBL3921
null
null
null
Homo sapiens
Heparanase
false
SINGLE PROTEIN
9,606
Q9Y251
Heparanase
PROTEIN
2,242
1
null
null
null
null
null
null
null
null
null
null
null
A novel class of 2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acids are described as inhibitors of the endo-beta-glucuronidase heparanase. Several of the compounds, for example, 2-[4-propylamino-5-[5-(4-chloro)phenyl-benzoxazol-2-yl]phenyl]-2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid (9c), display potent he...
Courtney SM, Hay PA, Buck RT, Colville CS, Porter DW, Scopes DI, Pollard FC, Page MJ, Bennett JM, Hircock ML, McKenzie EA, Stubberfield CR, Turner PR.
10.1016/j.bmcl.2004.03.086
null
3269
12
Bioorg Med Chem Lett
null
15,149,688
1
2,3-Dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid derivatives: a novel class of small molecule heparanase inhibitors.
14
2,004
null
31,868
CHEMBL760688
Inhibitory activity against Palmitoyl-CoA oxidase to inhibit rat heart mitochondrial Palmitoyl-CoA oxidation.
B
BAO_0000357
single protein format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4ccc(Cl)c(C(F)(F)F)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL357278
null
5.4
0
http://www.openphacts.org/units/Nanomolar
297,547
=
1
1
=
IC50
nM
4,000
CHEMBL4632
Rattus norvegicus
Peroxisomal acyl-coenzyme A oxidase 1
10116
null
IC50
uM
UO_0000065
4.0
9.94
0.20
1.13
6.93
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4ccc(Cl)c(C(F)(F)F)c4)CC3)ccc2s1
RDKit 2D 36 39 0 0 1 0 0 0 0 0999 V2000 -2.8458 -3.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1292 -2.0792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8500 -4.3125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1292 -0.7375 0.0000 S 0 0 0 0...
InChI=1S/C24H26ClF3N4O3S/c1-15-29-21-11-18(3-5-22(21)36-15)35-14-17(33)12-31-6-8-32(9-7-31)13-23(34)30-16-2-4-20(25)19(10-16)24(26,27)28/h2-5,10-11,17,33H,6-9,12-14H2,1H3,(H,30,34)/t17-/m1/s1
LFSFDIDSIQKNDC-QGZVFWFLSA-N
4.27
3
C24H26ClF3N4O3S
543.01
7
2
36
543.01
-2.20
1
77.93
0.44
N
8
CHEMBL357278
CHEMBL357278
CHEMBL357278
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against Palmitoyl-CoA oxidase to inhibit rat heart mitochondrial Palmitoyl-CoA oxidation.
CHEMBL1148425
Homologous protein target assigned
H
null
1
CHEMBL4632
null
null
null
Rattus norvegicus
Peroxisomal acyl-coenzyme A oxidase 1
false
SINGLE PROTEIN
10,116
P07872
Peroxisomal acyl-coenzyme A oxidase 1
PROTEIN
2,949
1
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,869
CHEMBL623452
Metabolic stability (% remaining at 30 mins) in human S9.
A
BAO_0000019
assay format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4ccc(Cl)c(C(F)(F)F)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL357278
null
null
0
http://qudt.org/vocab/unit#Percent
297,547
=
1
0
=
% remaining
%
25
CHEMBL612558
null
ADMET
null
null
% remaining
%
UO_0000187
25.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4ccc(Cl)c(C(F)(F)F)c4)CC3)ccc2s1
RDKit 2D 36 39 0 0 1 0 0 0 0 0999 V2000 -2.8458 -3.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1292 -2.0792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8500 -4.3125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1292 -0.7375 0.0000 S 0 0 0 0...
InChI=1S/C24H26ClF3N4O3S/c1-15-29-21-11-18(3-5-22(21)36-15)35-14-17(33)12-31-6-8-32(9-7-31)13-23(34)30-16-2-4-20(25)19(10-16)24(26,27)28/h2-5,10-11,17,33H,6-9,12-14H2,1H3,(H,30,34)/t17-/m1/s1
LFSFDIDSIQKNDC-QGZVFWFLSA-N
4.27
3
C24H26ClF3N4O3S
543.01
7
2
36
543.01
-2.20
1
77.93
0.44
N
8
CHEMBL357278
CHEMBL357278
CHEMBL357278
null
null
null
null
Homo sapiens
null
null
9,606
null
A
ADME
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Metabolic stability (% remaining at 30 mins) in human S9.
CHEMBL1148425
Default value - Target has yet to be curated
U
null
1
CHEMBL612558
null
null
null
null
ADMET
false
ADMET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,870
CHEMBL760688
Inhibitory activity against Palmitoyl-CoA oxidase to inhibit rat heart mitochondrial Palmitoyl-CoA oxidation.
B
BAO_0000357
single protein format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)NCCc4ccccc4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL357119
null
4.77
0
http://www.openphacts.org/units/Nanomolar
297,563
=
1
1
=
IC50
nM
17,000
CHEMBL4632
Rattus norvegicus
Peroxisomal acyl-coenzyme A oxidase 1
10116
null
IC50
uM
UO_0000065
17.0
10.18
0.20
2.45
6.12
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)NCCc4ccccc4)CC3)ccc2s1
RDKit 2D 33 36 0 0 1 0 0 0 0 0999 V2000 8.1292 -2.1125 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1292 -3.4500 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.3417 -2.3667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6167 -2.7792 0.0000 C 0 0 0 0...
InChI=1S/C25H32N4O3S/c1-19-27-23-15-22(7-8-24(23)33-19)32-18-21(30)16-28-11-13-29(14-12-28)17-25(31)26-10-9-20-5-3-2-4-6-20/h2-8,15,21,30H,9-14,16-18H2,1H3,(H,26,31)/t21-/m1/s1
LCCPHXWRAPZDSN-OAQYLSRUSA-N
2.32
3
C25H32N4O3S
468.62
7
2
33
468.62
-1.73
0
77.93
0.48
N
10
CHEMBL357119
CHEMBL357119
CHEMBL357119
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against Palmitoyl-CoA oxidase to inhibit rat heart mitochondrial Palmitoyl-CoA oxidation.
CHEMBL1148425
Homologous protein target assigned
H
null
1
CHEMBL4632
null
null
null
Rattus norvegicus
Peroxisomal acyl-coenzyme A oxidase 1
false
SINGLE PROTEIN
10,116
P07872
Peroxisomal acyl-coenzyme A oxidase 1
PROTEIN
2,949
1
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,871
CHEMBL623452
Metabolic stability (% remaining at 30 mins) in human S9.
A
BAO_0000019
assay format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)NCCc4ccccc4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL357119
null
null
0
http://qudt.org/vocab/unit#Percent
297,563
=
1
0
=
% remaining
%
27
CHEMBL612558
null
ADMET
null
null
% remaining
%
UO_0000187
27.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)NCCc4ccccc4)CC3)ccc2s1
RDKit 2D 33 36 0 0 1 0 0 0 0 0999 V2000 8.1292 -2.1125 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1292 -3.4500 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.3417 -2.3667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6167 -2.7792 0.0000 C 0 0 0 0...
InChI=1S/C25H32N4O3S/c1-19-27-23-15-22(7-8-24(23)33-19)32-18-21(30)16-28-11-13-29(14-12-28)17-25(31)26-10-9-20-5-3-2-4-6-20/h2-8,15,21,30H,9-14,16-18H2,1H3,(H,26,31)/t21-/m1/s1
LCCPHXWRAPZDSN-OAQYLSRUSA-N
2.32
3
C25H32N4O3S
468.62
7
2
33
468.62
-1.73
0
77.93
0.48
N
10
CHEMBL357119
CHEMBL357119
CHEMBL357119
null
null
null
null
Homo sapiens
null
null
9,606
null
A
ADME
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Metabolic stability (% remaining at 30 mins) in human S9.
CHEMBL1148425
Default value - Target has yet to be curated
U
null
1
CHEMBL612558
null
null
null
null
ADMET
false
ADMET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,872
CHEMBL760688
Inhibitory activity against Palmitoyl-CoA oxidase to inhibit rat heart mitochondrial Palmitoyl-CoA oxidation.
B
BAO_0000357
single protein format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
6.75
0
http://www.openphacts.org/units/Nanomolar
297,580
=
1
1
=
IC50
nM
180
CHEMBL4632
Rattus norvegicus
Peroxisomal acyl-coenzyme A oxidase 1
10116
null
IC50
nM
UO_0000065
180.0
13.05
0.25
2.47
8.65
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against Palmitoyl-CoA oxidase to inhibit rat heart mitochondrial Palmitoyl-CoA oxidation.
CHEMBL1148425
Homologous protein target assigned
H
null
1
CHEMBL4632
null
null
null
Rattus norvegicus
Peroxisomal acyl-coenzyme A oxidase 1
false
SINGLE PROTEIN
10,116
P07872
Peroxisomal acyl-coenzyme A oxidase 1
PROTEIN
2,949
1
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,873
CHEMBL623452
Metabolic stability (% remaining at 30 mins) in human S9.
A
BAO_0000019
assay format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
null
0
http://qudt.org/vocab/unit#Percent
297,580
=
1
0
=
% remaining
%
58
CHEMBL612558
null
ADMET
null
null
% remaining
%
UO_0000187
58.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
Homo sapiens
null
null
9,606
null
A
ADME
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Metabolic stability (% remaining at 30 mins) in human S9.
CHEMBL1148425
Default value - Target has yet to be curated
U
null
1
CHEMBL612558
null
null
null
null
ADMET
false
ADMET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,874
CHEMBL666153
Inhibition of cytochrome P450 1A2 of isolated guinea pig heart
A
BAO_0000357
single protein format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
5.22
0
http://www.openphacts.org/units/Nanomolar
297,580
=
1
1
=
IC50
nM
6,000
CHEMBL3356
Homo sapiens
Cytochrome P450 1A2
9606
null
IC50
uM
UO_0000065
6.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
Cavia porcellus
null
null
10,141
null
A
ADME
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of cytochrome P450 1A2 of isolated guinea pig heart
CHEMBL1148425
Homologous protein target assigned
H
null
1
CHEMBL3356
null
null
null
Homo sapiens
Cytochrome P450 1A2
false
SINGLE PROTEIN
9,606
P05177
Cytochrome P450 1A2
PROTEIN
1,678
1
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,875
CHEMBL665756
Inhibition of cytochrome P450 3A4 of isolated guinea pig heart
A
BAO_0000357
single protein format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
4.43
0
http://www.openphacts.org/units/Nanomolar
297,580
=
1
1
=
IC50
nM
37,000
CHEMBL340
Homo sapiens
Cytochrome P450 3A4
9606
null
IC50
uM
UO_0000065
37.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
Cavia porcellus
null
null
10,141
null
A
ADME
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of cytochrome P450 3A4 of isolated guinea pig heart
CHEMBL1148425
Homologous protein target assigned
H
null
1
CHEMBL340
null
null
null
Homo sapiens
Cytochrome P450 3A4
false
SINGLE PROTEIN
9,606
P08684
Cytochrome P450 3A4
PROTEIN
151
1
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,876
CHEMBL660388
Inhibition of cytochrome P450 2C9 of isolated guinea pig heart
A
BAO_0000357
single protein format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
4.62
0
http://www.openphacts.org/units/Nanomolar
297,580
=
1
1
=
IC50
nM
24,000
CHEMBL3397
Homo sapiens
Cytochrome P450 2C9
9606
null
IC50
uM
UO_0000065
24.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
Cavia porcellus
null
null
10,141
null
A
ADME
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of cytochrome P450 2C9 of isolated guinea pig heart
CHEMBL1148425
Homologous protein target assigned
H
null
1
CHEMBL3397
null
null
null
Homo sapiens
Cytochrome P450 2C9
false
SINGLE PROTEIN
9,606
P11712
Cytochrome P450 2C9
PROTEIN
1,718
1
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,877
CHEMBL684289
Electrophysiological effect on isolated guinea pig heart as change in S-H interval at 3 uM
F
BAO_0000218
organism-based format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
null
0
http://qudt.org/vocab/unit#MilliSecond
297,580
=
1
0
=
Delta S-H
ms
3
CHEMBL369
Cavia porcellus
Cavia porcellus
10141
null
Delta S-H
ms
UO_0000028
3.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
Cavia porcellus
null
null
10,141
Heart
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Electrophysiological effect on isolated guinea pig heart as change in S-H interval at 3 uM
CHEMBL1148425
Non-molecular target assigned
N
null
1
CHEMBL369
CHEMBL3638187
null
null
Cavia porcellus
Cavia porcellus
false
ORGANISM
10,141
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,878
CHEMBL684287
Electrophysiological effect on isolated guinea pig heart as change in H-V interval at 3 uM
F
BAO_0000218
organism-based format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
null
0
http://qudt.org/vocab/unit#MilliSecond
297,580
=
1
0
=
Delta H-V
ms
0
CHEMBL369
Cavia porcellus
Cavia porcellus
10141
null
Delta H-V
ms
UO_0000028
0.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
Cavia porcellus
null
null
10,141
Heart
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Electrophysiological effect on isolated guinea pig heart as change in H-V interval at 3 uM
CHEMBL1148425
Non-molecular target assigned
N
null
1
CHEMBL369
CHEMBL3638187
null
null
Cavia porcellus
Cavia porcellus
false
ORGANISM
10,141
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,879
CHEMBL684285
Electrophysiological effect on isolated guinea pig heart as change in coronary perfusion pressure at 3 uM
F
BAO_0000218
organism-based format
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
null
CHEMBL1148425
Bioorg Med Chem Lett
2,004
CHEMBL152968
null
null
0
null
297,580
=
1
0
=
Delta CPP
mmHg
-4.3
CHEMBL369
Cavia porcellus
Cavia porcellus
10141
null
Delta CPP
mmHg
UO_0000272
-4.3
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1nc2cc(OC[C@H](O)CN3CCN(CC(=O)Nc4cccc(-c5ccccc5)c4)CC3)ccc2s1
RDKit 2D 37 41 0 0 1 0 0 0 0 0999 V2000 8.7125 -1.4250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7125 -2.7667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9250 -1.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2000 -2.0917 0.0000 C 0 0 0 0...
InChI=1S/C29H32N4O3S/c1-21-30-27-17-26(10-11-28(27)37-21)36-20-25(34)18-32-12-14-33(15-13-32)19-29(35)31-24-9-5-8-23(16-24)22-6-3-2-4-7-22/h2-11,16-17,25,34H,12-15,18-20H2,1H3,(H,31,35)/t25-/m1/s1
SZRMSHBRXJWBFG-RUZDIDTESA-N
4.27
4
C29H32N4O3S
516.67
7
2
37
516.67
-1.85
1
77.93
0.35
N
9
CHEMBL152968
CHEMBL152968
CHEMBL152968
null
null
null
null
Cavia porcellus
null
null
10,141
Heart
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Electrophysiological effect on isolated guinea pig heart as change in coronary perfusion pressure at 3 uM
CHEMBL1148425
Non-molecular target assigned
N
null
1
CHEMBL369
CHEMBL3638187
null
null
Cavia porcellus
Cavia porcellus
false
ORGANISM
10,141
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
New inhibitors of palmitoylCoA oxidation were synthesized based on a structurally novel lead, CVT-3501 (1). Investigation of structure-activity relationships was conducted with respect to potency of inhibition of cardiac mitochondrial palmitoylCoA oxidation and metabolic stability. Potent and metabolically stable analo...
Koltun DO, Marquart TA, Shenk KD, Elzein E, Li Y, Nguyen M, Kerwar S, Zeng D, Chu N, Soohoo D, Hao J, Maydanik VY, Lustig DA, Ng KJ, Fraser H, Zablocki JA.
10.1016/j.bmcl.2003.09.093
null
549
2
Bioorg Med Chem Lett
null
14,698,201
1
New fatty acid oxidation inhibitors with increased potency lacking adverse metabolic and electrophysiological properties.
14
2,004
null
31,884
CHEMBL618375
In vitro hydrolysis in human plasma
A
BAO_0000366
cell-free format
Cc1cn(C2C=CC(COC(=O)CN3CCNCC3)O2)c(=O)[nH]c1=O
null
CHEMBL1138695
Bioorg Med Chem Lett
2,004
CHEMBL174698
null
null
0
http://qudt.org/vocab/unit#Hour
350,589
=
1
1
=
T1/2
hr
0.3333
CHEMBL612558
null
ADMET
null
null
T1/2
min
UO_0000032
20.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1cn(C2C=CC(COC(=O)CN3CCNCC3)O2)c(=O)[nH]c1=O
RDKit 2D 25 27 0 0 0 0 0 0 0 0999 V2000 3.5042 -0.3792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2167 0.0375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2167 0.8625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7875 0.0250 0.0000 C 0 0 0 0...
InChI=1S/C16H22N4O5/c1-11-8-20(16(23)18-15(11)22)13-3-2-12(25-13)10-24-14(21)9-19-6-4-17-5-7-19/h2-3,8,12-13,17H,4-7,9-10H2,1H3,(H,18,22,23)
SJCVWWVLVUFLQQ-UHFFFAOYSA-N
-1.25
1
C16H22N4O5
350.38
8
2
25
350.38
-0.02
0
105.66
0.5
N
5
CHEMBL174698
CHEMBL174698
CHEMBL174698
null
null
null
null
Homo sapiens
null
null
9,606
Plasma
A
ADME
BAO_0000366
cell-free format
null
Default value - Target unknown or has yet to be assigned
0
In vitro hydrolysis in human plasma
CHEMBL1138695
Default value - Target has yet to be curated
U
null
1
CHEMBL612558
CHEMBL3559721
null
null
null
ADMET
false
ADMET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A series of prodrugs of stavudine were synthesized in an effort to enhance spectrum of chemotherapeutic properties for the effective treatment of HIV/AIDS. The 5'-OH function of stavudine was esterified with ciprofloxacin, norfloxacin, isoniazide, pyrazinamide, piperazine and dimethylamine acetic acid. The anti-HIV-1 a...
Sriram D, Yogeeswari P, Srichakravarthy N, Bal TR.
10.1016/j.bmcl.2004.01.007
null
1085
5
Bioorg Med Chem Lett
null
14,980,640
1
Synthesis of stavudine amino acid ester prodrugs with broad-spectrum chemotherapeutic properties for the effective treatment of HIV/AIDS.
14
2,004
null
31,885
CHEMBL824039
Inhibition of ZipA FtsZ binding at 1 mM using an optical biosensor system
B
BAO_0000019
assay format
NCCCn1c2c(c3ccccc31)C(=O)CN1CCCCC21
null
CHEMBL1147622
Bioorg Med Chem Lett
2,004
CHEMBL416206
null
null
0
http://qudt.org/vocab/unit#Percent
49,353
=
1
1
=
Inhibition
%
47
CHEMBL612545
null
Unchecked
null
null
Inhibition
%
UO_0000187
47.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
NCCCn1c2c(c3ccccc31)C(=O)CN1CCCCC21
RDKit 2D 22 25 0 0 0 0 0 0 0 0999 V2000 1.5167 -0.6125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0042 -1.2875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5167 -1.9500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7375 -0.8667 0.0000 C 0 0 0 0...
InChI=1S/C18H23N3O/c19-9-5-11-21-14-7-2-1-6-13(14)17-16(22)12-20-10-4-3-8-15(20)18(17)21/h1-2,6-7,15H,3-5,8-12,19H2
NSSCUFMOMIKWCY-UHFFFAOYSA-N
2.71
2
C18H23N3O
297.40
4
1
22
297.4
-0.10
0
51.26
0.95
N
3
CHEMBL416206
CHEMBL416206
CHEMBL416206
null
null
null
null
Escherichia coli
null
null
562
null
B
Binding
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Inhibition of ZipA FtsZ binding at 1 mM using an optical biosensor system
CHEMBL1147622
Default value - Target has yet to be curated
U
null
1
CHEMBL612545
null
null
null
null
Unchecked
false
UNCHECKED
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The binding of FtsZ to ZipA is a potential target for antibacterial therapy. Based on a small molecule inhibitor of the ZipA-FtsZ interaction, a parallel synthesis of small molecules was initiated which targeted a key region of ZipA involved in FtsZ binding. The X-ray crystal structure of one of these molecules complex...
Jennings LD, Foreman KW, Rush TS, Tsao DH, Mosyak L, Li Y, Sukhdeo MN, Ding W, Dushin EG, Kenny CH, Moghazeh SL, Petersen PJ, Ruzin AV, Tuckman M, Sutherland AG.
10.1016/j.bmcl.2004.01.028
null
1427
6
Bioorg Med Chem Lett
null
15,006,376
1
Design and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA-FtsZ interaction.
14
2,004
null
31,887
CHEMBL824039
Inhibition of ZipA FtsZ binding at 1 mM using an optical biosensor system
B
BAO_0000019
assay format
O=C(NCCCn1c2c(c3ccccc31)C(=O)CN1CCCCC21)c1ccco1
null
CHEMBL1147622
Bioorg Med Chem Lett
2,004
CHEMBL33450
null
null
0
http://qudt.org/vocab/unit#Percent
49,354
=
1
1
=
Inhibition
%
38
CHEMBL612545
null
Unchecked
null
null
Inhibition
%
UO_0000187
38.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=C(NCCCn1c2c(c3ccccc31)C(=O)CN1CCCCC21)c1ccco1
RDKit 2D 29 33 0 0 0 0 0 0 0 0999 V2000 1.5167 -0.6125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0042 -1.2875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5167 -1.9500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7375 -0.8667 0.0000 C 0 0 0 0...
InChI=1S/C23H25N3O3/c27-19-15-25-12-4-3-9-18(25)22-21(19)16-7-1-2-8-17(16)26(22)13-6-11-24-23(28)20-10-5-14-29-20/h1-2,5,7-8,10,14,18H,3-4,6,9,11-13,15H2,(H,24,28)
QCCCTOUYTJLRDK-UHFFFAOYSA-N
3.78
3
C23H25N3O3
391.47
5
1
29
391.47
-0.84
0
67.48
0.67
N
5
CHEMBL33450
CHEMBL33450
CHEMBL33450
null
null
null
null
Escherichia coli
null
null
562
null
B
Binding
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Inhibition of ZipA FtsZ binding at 1 mM using an optical biosensor system
CHEMBL1147622
Default value - Target has yet to be curated
U
null
1
CHEMBL612545
null
null
null
null
Unchecked
false
UNCHECKED
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The binding of FtsZ to ZipA is a potential target for antibacterial therapy. Based on a small molecule inhibitor of the ZipA-FtsZ interaction, a parallel synthesis of small molecules was initiated which targeted a key region of ZipA involved in FtsZ binding. The X-ray crystal structure of one of these molecules complex...
Jennings LD, Foreman KW, Rush TS, Tsao DH, Mosyak L, Li Y, Sukhdeo MN, Ding W, Dushin EG, Kenny CH, Moghazeh SL, Petersen PJ, Ruzin AV, Tuckman M, Sutherland AG.
10.1016/j.bmcl.2004.01.028
null
1427
6
Bioorg Med Chem Lett
null
15,006,376
1
Design and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA-FtsZ interaction.
14
2,004
null
31,889
CHEMBL873200
Inhibitory activity against human carbonic anhydrase I (hCA I) by using esterase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(N)(=O)=O)cc1I
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268177
null
5.22
1
http://www.openphacts.org/units/Nanomolar
235,484
=
1
1
=
Ki
nM
6,000
CHEMBL261
Homo sapiens
Carbonic anhydrase 1
9606
null
Ki
nM
UO_0000065
6000.0
17.52
0.59
4.70
6.06
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(N)(=O)=O)cc1I
RDKit 2D 12 12 0 0 0 0 0 0 0 0999 V2000 9.5253 -3.5975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5241 -4.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2385 -4.8368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9544 -4.4238 0.0000 C 0 0 0 0...
InChI=1S/C6H7IN2O2S/c7-5-3-4(12(9,10)11)1-2-6(5)8/h1-3H,8H2,(H2,9,10,11)
HCODCRHNVCTCTR-UHFFFAOYSA-N
0.52
1
C6H7IN2O2S
298.11
3
2
12
298.11
-1.45
0
86.18
0.59
N
1
CHEMBL268177
CHEMBL268177
CHEMBL268177
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against human carbonic anhydrase I (hCA I) by using esterase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL261
null
null
null
Homo sapiens
Carbonic anhydrase 1
false
SINGLE PROTEIN
9,606
P00915
Carbonic anhydrase 1
PROTEIN
702
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,890
CHEMBL657848
Inhibitory activity against human carbonic anhydrase II (hCA II) by using esterase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(N)(=O)=O)cc1I
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268177
null
7.16
1
http://www.openphacts.org/units/Nanomolar
235,484
=
1
1
=
Ki
nM
70
CHEMBL205
Homo sapiens
Carbonic anhydrase 2
9606
null
Ki
nM
UO_0000065
70.0
24.00
0.81
6.63
8.30
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(N)(=O)=O)cc1I
RDKit 2D 12 12 0 0 0 0 0 0 0 0999 V2000 9.5253 -3.5975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5241 -4.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2385 -4.8368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9544 -4.4238 0.0000 C 0 0 0 0...
InChI=1S/C6H7IN2O2S/c7-5-3-4(12(9,10)11)1-2-6(5)8/h1-3H,8H2,(H2,9,10,11)
HCODCRHNVCTCTR-UHFFFAOYSA-N
0.52
1
C6H7IN2O2S
298.11
3
2
12
298.11
-1.45
0
86.18
0.59
N
1
CHEMBL268177
CHEMBL268177
CHEMBL268177
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against human carbonic anhydrase II (hCA II) by using esterase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL205
null
null
null
Homo sapiens
Carbonic anhydrase 2
false
SINGLE PROTEIN
9,606
P00918
Carbonic anhydrase 2
PROTEIN
94
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,891
CHEMBL657970
Inhibitory activity against human carbonic anhydrase IX (hCA IX) by using CO2 hydrase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(N)(=O)=O)cc1I
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268177
null
6.54
1
http://www.openphacts.org/units/Nanomolar
235,484
=
1
1
=
Ki
nM
285
CHEMBL3594
Homo sapiens
Carbonic anhydrase 9
9606
null
Ki
nM
UO_0000065
285.0
21.96
0.74
6.03
7.59
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(N)(=O)=O)cc1I
RDKit 2D 12 12 0 0 0 0 0 0 0 0999 V2000 9.5253 -3.5975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5241 -4.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2385 -4.8368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9544 -4.4238 0.0000 C 0 0 0 0...
InChI=1S/C6H7IN2O2S/c7-5-3-4(12(9,10)11)1-2-6(5)8/h1-3H,8H2,(H2,9,10,11)
HCODCRHNVCTCTR-UHFFFAOYSA-N
0.52
1
C6H7IN2O2S
298.11
3
2
12
298.11
-1.45
0
86.18
0.59
N
1
CHEMBL268177
CHEMBL268177
CHEMBL268177
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against human carbonic anhydrase IX (hCA IX) by using CO2 hydrase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL3594
null
null
null
Homo sapiens
Carbonic anhydrase 9
false
SINGLE PROTEIN
9,606
Q16790
Carbonic anhydrase 9
PROTEIN
1,913
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,892
CHEMBL657976
Inhibitory activity against murine carbonic anhydrase XIII (mCA XIII) by using CO2 hydrase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(N)(=O)=O)cc1I
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268177
null
7.3
0
http://www.openphacts.org/units/Nanomolar
235,484
=
1
1
=
Ki
nM
50
CHEMBL2186
Mus musculus
Carbonic anhydrase 13
10090
null
Ki
nM
UO_0000065
50.0
24.49
0.83
6.78
8.47
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(N)(=O)=O)cc1I
RDKit 2D 12 12 0 0 0 0 0 0 0 0999 V2000 9.5253 -3.5975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5241 -4.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2385 -4.8368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9544 -4.4238 0.0000 C 0 0 0 0...
InChI=1S/C6H7IN2O2S/c7-5-3-4(12(9,10)11)1-2-6(5)8/h1-3H,8H2,(H2,9,10,11)
HCODCRHNVCTCTR-UHFFFAOYSA-N
0.52
1
C6H7IN2O2S
298.11
3
2
12
298.11
-1.45
0
86.18
0.59
N
1
CHEMBL268177
CHEMBL268177
CHEMBL268177
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against murine carbonic anhydrase XIII (mCA XIII) by using CO2 hydrase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL2186
null
null
null
Mus musculus
Carbonic anhydrase 13
false
SINGLE PROTEIN
10,090
Q9D6N1
Carbonic anhydrase 13
PROTEIN
527
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,893
CHEMBL873200
Inhibitory activity against human carbonic anhydrase I (hCA I) by using esterase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268439
null
8.22
1
http://www.openphacts.org/units/Nanomolar
235,480
=
1
1
=
Ki
nM
6
CHEMBL261
Homo sapiens
Carbonic anhydrase 1
9606
null
Ki
nM
UO_0000065
6.0
24.51
0.56
8.65
5.20
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
RDKit 2D 20 21 0 0 0 0 0 0 0 0999 V2000 2.6520 -2.4290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3171 -2.9152 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.9853 -2.4330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7329 -1.6484 0.0000 N 0 0 0 0...
InChI=1S/C8H9N5O4S3/c9-5-1-3-6(4-2-5)20(16,17)13-7-11-12-8(18-7)19(10,14)15/h1-4H,9H2,(H,11,13)(H2,10,14,15)
BDLSLORLEPSOGW-UHFFFAOYSA-N
-0.43
2
C8H9N5O4S3
335.39
8
3
20
335.39
-1.95
0
158.13
0.64
N
4
CHEMBL268439
CHEMBL268439
CHEMBL268439
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against human carbonic anhydrase I (hCA I) by using esterase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL261
null
null
null
Homo sapiens
Carbonic anhydrase 1
false
SINGLE PROTEIN
9,606
P00915
Carbonic anhydrase 1
PROTEIN
702
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,894
CHEMBL657848
Inhibitory activity against human carbonic anhydrase II (hCA II) by using esterase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268439
null
8.7
1
http://www.openphacts.org/units/Nanomolar
235,480
=
1
1
=
Ki
nM
2
CHEMBL205
Homo sapiens
Carbonic anhydrase 2
9606
null
Ki
nM
UO_0000065
2.0
25.94
0.59
9.13
5.50
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
RDKit 2D 20 21 0 0 0 0 0 0 0 0999 V2000 2.6520 -2.4290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3171 -2.9152 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.9853 -2.4330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7329 -1.6484 0.0000 N 0 0 0 0...
InChI=1S/C8H9N5O4S3/c9-5-1-3-6(4-2-5)20(16,17)13-7-11-12-8(18-7)19(10,14)15/h1-4H,9H2,(H,11,13)(H2,10,14,15)
BDLSLORLEPSOGW-UHFFFAOYSA-N
-0.43
2
C8H9N5O4S3
335.39
8
3
20
335.39
-1.95
0
158.13
0.64
N
4
CHEMBL268439
CHEMBL268439
CHEMBL268439
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against human carbonic anhydrase II (hCA II) by using esterase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL205
null
null
null
Homo sapiens
Carbonic anhydrase 2
false
SINGLE PROTEIN
9,606
P00918
Carbonic anhydrase 2
PROTEIN
94
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,895
CHEMBL657970
Inhibitory activity against human carbonic anhydrase IX (hCA IX) by using CO2 hydrase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268439
null
7.42
1
http://www.openphacts.org/units/Nanomolar
235,480
=
1
1
=
Ki
nM
38
CHEMBL3594
Homo sapiens
Carbonic anhydrase 9
9606
null
Ki
nM
UO_0000065
38.0
22.12
0.51
7.85
4.69
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
RDKit 2D 20 21 0 0 0 0 0 0 0 0999 V2000 2.6520 -2.4290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3171 -2.9152 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.9853 -2.4330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7329 -1.6484 0.0000 N 0 0 0 0...
InChI=1S/C8H9N5O4S3/c9-5-1-3-6(4-2-5)20(16,17)13-7-11-12-8(18-7)19(10,14)15/h1-4H,9H2,(H,11,13)(H2,10,14,15)
BDLSLORLEPSOGW-UHFFFAOYSA-N
-0.43
2
C8H9N5O4S3
335.39
8
3
20
335.39
-1.95
0
158.13
0.64
N
4
CHEMBL268439
CHEMBL268439
CHEMBL268439
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against human carbonic anhydrase IX (hCA IX) by using CO2 hydrase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL3594
null
null
null
Homo sapiens
Carbonic anhydrase 9
false
SINGLE PROTEIN
9,606
Q16790
Carbonic anhydrase 9
PROTEIN
1,913
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,896
CHEMBL657976
Inhibitory activity against murine carbonic anhydrase XIII (mCA XIII) by using CO2 hydrase assay method
B
BAO_0000357
single protein format
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
null
CHEMBL1146805
Bioorg Med Chem Lett
2,004
CHEMBL268439
null
8.7
0
http://www.openphacts.org/units/Nanomolar
235,480
=
1
1
=
Ki
nM
2
CHEMBL2186
Mus musculus
Carbonic anhydrase 13
10090
null
Ki
nM
UO_0000065
2.0
25.94
0.59
9.13
5.50
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Nc1ccc(S(=O)(=O)Nc2nnc(S(N)(=O)=O)s2)cc1
RDKit 2D 20 21 0 0 0 0 0 0 0 0999 V2000 2.6520 -2.4290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3171 -2.9152 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.9853 -2.4330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7329 -1.6484 0.0000 N 0 0 0 0...
InChI=1S/C8H9N5O4S3/c9-5-1-3-6(4-2-5)20(16,17)13-7-11-12-8(18-7)19(10,14)15/h1-4H,9H2,(H,11,13)(H2,10,14,15)
BDLSLORLEPSOGW-UHFFFAOYSA-N
-0.43
2
C8H9N5O4S3
335.39
8
3
20
335.39
-1.95
0
158.13
0.64
N
4
CHEMBL268439
CHEMBL268439
CHEMBL268439
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory activity against murine carbonic anhydrase XIII (mCA XIII) by using CO2 hydrase assay method
CHEMBL1146805
Homologous protein target assigned
H
null
1
CHEMBL2186
null
null
null
Mus musculus
Carbonic anhydrase 13
false
SINGLE PROTEIN
10,090
Q9D6N1
Carbonic anhydrase 13
PROTEIN
527
1
null
null
null
null
null
null
null
null
null
null
null
The inhibition of the newly discovered cytosolic carbonic anhydrase isozyme XIII (CA XIII) has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives, such as acetazolamide, methazolamide, dichlorophenamide, dorzolamide, and valdecoxib. Inhibition da...
Lehtonen JM, Parkkila S, Vullo D, Casini A, Scozzafava A, Supuran CT.
10.1016/j.bmcl.2004.04.106
null
3757
14
Bioorg Med Chem Lett
null
15,203,157
1
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
14
2,004
null
31,897
CHEMBL640247
Binding affinity against adenosine A1 receptor using [3H]CPX in guinea pig DDT membrane; 913+/-517
B
BAO_0000019
assay format
O[C@@H]1[C@@H](CSc2ncccn2)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
null
CHEMBL1137935
Bioorg Med Chem Lett
2,004
CHEMBL608018
null
null
0
http://www.openphacts.org/units/Nanomolar
237,264
=
1
0
=
Ki low
nM
913
CHEMBL2304404
Cavia porcellus
Adenosine receptor A1
10141
null
Ki low
nM
UO_0000065
913.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O[C@@H]1[C@@H](CSc2ncccn2)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
RDKit 2D 30 34 0 0 0 0 0 0 0 0999 V2000 3.8417 -0.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8000 -1.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6292 -0.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6375 0.7375 0.0000 C 0 0 0 0...
InChI=1S/C18H21N7O4S/c26-13-11(7-30-18-19-3-1-4-20-18)29-17(14(13)27)25-9-23-12-15(21-8-22-16(12)25)24-10-2-5-28-6-10/h1,3-4,8-11,13-14,17,26-27H,2,5-7H2,(H,21,22,24)/t10?,11-,13-,14-,17?/m1/s1
NFGONGUAEYZABN-MQWPZHSDSA-N
0.23
3
C18H21N7O4S
431.48
12
3
30
431.48
0.01
1
140.33
0.36
N
6
CHEMBL608018
CHEMBL608018
CHEMBL608018
null
null
null
null
Cavia porcellus
null
null
10,141
null
B
Binding
BAO_0000019
assay format
null
Direct single protein target assigned
9
Binding affinity against adenosine A1 receptor using [3H]CPX in guinea pig DDT membrane; 913+/-517
CHEMBL1137935
Direct protein target assigned
D
null
1
CHEMBL2304404
null
null
null
Cavia porcellus
Adenosine receptor A1
false
SINGLE PROTEIN
10,141
P47745
Adenosine receptor A1
PROTEIN
7,206
1
null
null
null
null
null
null
null
null
null
null
null
Atrial fibrillation (AF) is the most commonly encountered sustained clinical arrhythmia with an estimated 2.3 million cases in the US (2001). A(1) adenosine receptor agonists can slow the electrical impulse propagation through the atrioventricular (AV) node (i.e., negative dromotropic effect) resulting in prolongation ...
Morrison CF, Elzein E, Jiang B, Ibrahim PN, Marquart T, Palle V, Shenk KD, Varkhedkar V, Maa T, Wu L, Wu Y, Zeng D, Fong I, Lustig D, Leung K, Zablocki JA.
10.1016/j.bmcl.2004.04.096
null
3793
14
Bioorg Med Chem Lett
null
15,203,164
1
Structure-affinity relationships of 5'-aromatic ethers and 5'-aromatic sulfides as partial A1 adenosine agonists, potential supraventricular anti-arrhythmic agents.
14
2,004
null
31,898
CHEMBL677060
Binding affinity against GTPgammaS receptor using [35S]GTP-gamma-S, radioligand in guinea pig.
F
BAO_0000019
assay format
O[C@@H]1[C@@H](CSc2ncccn2)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
null
CHEMBL1137935
Bioorg Med Chem Lett
2,004
CHEMBL608018
null
null
0
http://qudt.org/vocab/unit#Percent
237,264
=
1
0
=
CPA
%
89
CHEMBL2304404
Cavia porcellus
Adenosine receptor A1
10141
null
CPA
%
UO_0000187
89.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O[C@@H]1[C@@H](CSc2ncccn2)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
RDKit 2D 30 34 0 0 0 0 0 0 0 0999 V2000 3.8417 -0.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8000 -1.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6292 -0.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6375 0.7375 0.0000 C 0 0 0 0...
InChI=1S/C18H21N7O4S/c26-13-11(7-30-18-19-3-1-4-20-18)29-17(14(13)27)25-9-23-12-15(21-8-22-16(12)25)24-10-2-5-28-6-10/h1,3-4,8-11,13-14,17,26-27H,2,5-7H2,(H,21,22,24)/t10?,11-,13-,14-,17?/m1/s1
NFGONGUAEYZABN-MQWPZHSDSA-N
0.23
3
C18H21N7O4S
431.48
12
3
30
431.48
0.01
1
140.33
0.36
N
6
CHEMBL608018
CHEMBL608018
CHEMBL608018
null
null
null
null
Cavia porcellus
null
null
10,141
null
F
Functional
BAO_0000019
assay format
null
Direct single protein target assigned
9
Binding affinity against GTPgammaS receptor using [35S]GTP-gamma-S, radioligand in guinea pig.
CHEMBL1137935
Direct protein target assigned
D
null
1
CHEMBL2304404
null
null
null
Cavia porcellus
Adenosine receptor A1
false
SINGLE PROTEIN
10,141
P47745
Adenosine receptor A1
PROTEIN
7,206
1
null
null
null
null
null
null
null
null
null
null
null
Atrial fibrillation (AF) is the most commonly encountered sustained clinical arrhythmia with an estimated 2.3 million cases in the US (2001). A(1) adenosine receptor agonists can slow the electrical impulse propagation through the atrioventricular (AV) node (i.e., negative dromotropic effect) resulting in prolongation ...
Morrison CF, Elzein E, Jiang B, Ibrahim PN, Marquart T, Palle V, Shenk KD, Varkhedkar V, Maa T, Wu L, Wu Y, Zeng D, Fong I, Lustig D, Leung K, Zablocki JA.
10.1016/j.bmcl.2004.04.096
null
3793
14
Bioorg Med Chem Lett
null
15,203,164
1
Structure-affinity relationships of 5'-aromatic ethers and 5'-aromatic sulfides as partial A1 adenosine agonists, potential supraventricular anti-arrhythmic agents.
14
2,004
null
31,899
CHEMBL645219
Binding affinity against adenosine A1 receptor using [3H]CCPA in guinea pig DDT membrane; 102+/-45
B
BAO_0000019
assay format
O[C@@H]1[C@@H](CSc2c(Cl)cccc2Cl)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
null
CHEMBL1137935
Bioorg Med Chem Lett
2,004
CHEMBL609538
null
null
0
http://www.openphacts.org/units/Nanomolar
237,241
=
1
0
=
Ki high
nM
102
CHEMBL2304404
Cavia porcellus
Adenosine receptor A1
10141
null
Ki high
nM
UO_0000065
102.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O[C@@H]1[C@@H](CSc2c(Cl)cccc2Cl)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
RDKit 2D 32 36 0 0 0 0 0 0 0 0999 V2000 3.9000 -1.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8542 -2.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6875 -1.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6917 -0.2625 0.0000 C 0 0 0 0...
InChI=1S/C20H21Cl2N5O4S/c21-11-2-1-3-12(22)17(11)32-7-13-15(28)16(29)20(31-13)27-9-25-14-18(23-8-24-19(14)27)26-10-4-5-30-6-10/h1-3,8-10,13,15-16,20,28-29H,4-7H2,(H,23,24,26)/t10?,13-,15-,16-,20?/m1/s1
SAWJMCIHYCLBTD-RWBQGSSBSA-N
2.75
3
C20H21Cl2N5O4S
498.39
10
3
32
498.39
0.08
0
114.55
0.44
N
6
CHEMBL609538
CHEMBL609538
CHEMBL609538
null
null
null
null
Cavia porcellus
null
null
10,141
null
B
Binding
BAO_0000019
assay format
null
Direct single protein target assigned
9
Binding affinity against adenosine A1 receptor using [3H]CCPA in guinea pig DDT membrane; 102+/-45
CHEMBL1137935
Direct protein target assigned
D
null
1
CHEMBL2304404
null
null
null
Cavia porcellus
Adenosine receptor A1
false
SINGLE PROTEIN
10,141
P47745
Adenosine receptor A1
PROTEIN
7,206
1
null
null
null
null
null
null
null
null
null
null
null
Atrial fibrillation (AF) is the most commonly encountered sustained clinical arrhythmia with an estimated 2.3 million cases in the US (2001). A(1) adenosine receptor agonists can slow the electrical impulse propagation through the atrioventricular (AV) node (i.e., negative dromotropic effect) resulting in prolongation ...
Morrison CF, Elzein E, Jiang B, Ibrahim PN, Marquart T, Palle V, Shenk KD, Varkhedkar V, Maa T, Wu L, Wu Y, Zeng D, Fong I, Lustig D, Leung K, Zablocki JA.
10.1016/j.bmcl.2004.04.096
null
3793
14
Bioorg Med Chem Lett
null
15,203,164
1
Structure-affinity relationships of 5'-aromatic ethers and 5'-aromatic sulfides as partial A1 adenosine agonists, potential supraventricular anti-arrhythmic agents.
14
2,004
null
31,900
CHEMBL640243
Binding affinity against adenosine A1 receptor using [3H]CPX in guinea pig DDT membrane; 614+/-78
B
BAO_0000019
assay format
O[C@@H]1[C@@H](CSc2c(Cl)cccc2Cl)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
null
CHEMBL1137935
Bioorg Med Chem Lett
2,004
CHEMBL609538
null
null
0
http://www.openphacts.org/units/Nanomolar
237,241
=
1
0
=
Ki low
nM
614
CHEMBL2304404
Cavia porcellus
Adenosine receptor A1
10141
null
Ki low
nM
UO_0000065
614.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O[C@@H]1[C@@H](CSc2c(Cl)cccc2Cl)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
RDKit 2D 32 36 0 0 0 0 0 0 0 0999 V2000 3.9000 -1.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8542 -2.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6875 -1.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6917 -0.2625 0.0000 C 0 0 0 0...
InChI=1S/C20H21Cl2N5O4S/c21-11-2-1-3-12(22)17(11)32-7-13-15(28)16(29)20(31-13)27-9-25-14-18(23-8-24-19(14)27)26-10-4-5-30-6-10/h1-3,8-10,13,15-16,20,28-29H,4-7H2,(H,23,24,26)/t10?,13-,15-,16-,20?/m1/s1
SAWJMCIHYCLBTD-RWBQGSSBSA-N
2.75
3
C20H21Cl2N5O4S
498.39
10
3
32
498.39
0.08
0
114.55
0.44
N
6
CHEMBL609538
CHEMBL609538
CHEMBL609538
null
null
null
null
Cavia porcellus
null
null
10,141
null
B
Binding
BAO_0000019
assay format
null
Direct single protein target assigned
9
Binding affinity against adenosine A1 receptor using [3H]CPX in guinea pig DDT membrane; 614+/-78
CHEMBL1137935
Direct protein target assigned
D
null
1
CHEMBL2304404
null
null
null
Cavia porcellus
Adenosine receptor A1
false
SINGLE PROTEIN
10,141
P47745
Adenosine receptor A1
PROTEIN
7,206
1
null
null
null
null
null
null
null
null
null
null
null
Atrial fibrillation (AF) is the most commonly encountered sustained clinical arrhythmia with an estimated 2.3 million cases in the US (2001). A(1) adenosine receptor agonists can slow the electrical impulse propagation through the atrioventricular (AV) node (i.e., negative dromotropic effect) resulting in prolongation ...
Morrison CF, Elzein E, Jiang B, Ibrahim PN, Marquart T, Palle V, Shenk KD, Varkhedkar V, Maa T, Wu L, Wu Y, Zeng D, Fong I, Lustig D, Leung K, Zablocki JA.
10.1016/j.bmcl.2004.04.096
null
3793
14
Bioorg Med Chem Lett
null
15,203,164
1
Structure-affinity relationships of 5'-aromatic ethers and 5'-aromatic sulfides as partial A1 adenosine agonists, potential supraventricular anti-arrhythmic agents.
14
2,004
null
31,901
CHEMBL677060
Binding affinity against GTPgammaS receptor using [35S]GTP-gamma-S, radioligand in guinea pig.
F
BAO_0000019
assay format
O[C@@H]1[C@@H](CSc2c(Cl)cccc2Cl)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
null
CHEMBL1137935
Bioorg Med Chem Lett
2,004
CHEMBL609538
null
null
0
http://qudt.org/vocab/unit#Percent
237,241
=
1
0
=
CPA
%
89
CHEMBL2304404
Cavia porcellus
Adenosine receptor A1
10141
null
CPA
%
UO_0000187
89.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O[C@@H]1[C@@H](CSc2c(Cl)cccc2Cl)OC(n2cnc3c(NC4CCOC4)ncnc32)[C@@H]1O
RDKit 2D 32 36 0 0 0 0 0 0 0 0999 V2000 3.9000 -1.3417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8542 -2.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6875 -1.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6917 -0.2625 0.0000 C 0 0 0 0...
InChI=1S/C20H21Cl2N5O4S/c21-11-2-1-3-12(22)17(11)32-7-13-15(28)16(29)20(31-13)27-9-25-14-18(23-8-24-19(14)27)26-10-4-5-30-6-10/h1-3,8-10,13,15-16,20,28-29H,4-7H2,(H,23,24,26)/t10?,13-,15-,16-,20?/m1/s1
SAWJMCIHYCLBTD-RWBQGSSBSA-N
2.75
3
C20H21Cl2N5O4S
498.39
10
3
32
498.39
0.08
0
114.55
0.44
N
6
CHEMBL609538
CHEMBL609538
CHEMBL609538
null
null
null
null
Cavia porcellus
null
null
10,141
null
F
Functional
BAO_0000019
assay format
null
Direct single protein target assigned
9
Binding affinity against GTPgammaS receptor using [35S]GTP-gamma-S, radioligand in guinea pig.
CHEMBL1137935
Direct protein target assigned
D
null
1
CHEMBL2304404
null
null
null
Cavia porcellus
Adenosine receptor A1
false
SINGLE PROTEIN
10,141
P47745
Adenosine receptor A1
PROTEIN
7,206
1
null
null
null
null
null
null
null
null
null
null
null
Atrial fibrillation (AF) is the most commonly encountered sustained clinical arrhythmia with an estimated 2.3 million cases in the US (2001). A(1) adenosine receptor agonists can slow the electrical impulse propagation through the atrioventricular (AV) node (i.e., negative dromotropic effect) resulting in prolongation ...
Morrison CF, Elzein E, Jiang B, Ibrahim PN, Marquart T, Palle V, Shenk KD, Varkhedkar V, Maa T, Wu L, Wu Y, Zeng D, Fong I, Lustig D, Leung K, Zablocki JA.
10.1016/j.bmcl.2004.04.096
null
3793
14
Bioorg Med Chem Lett
null
15,203,164
1
Structure-affinity relationships of 5'-aromatic ethers and 5'-aromatic sulfides as partial A1 adenosine agonists, potential supraventricular anti-arrhythmic agents.
14
2,004
null
31,902
CHEMBL761156
In vitro antimalarial activity against Plasmodium falciparum FCR3
F
BAO_0000218
organism-based format
C[n+]1ccc2c([nH]c3ccccc32)c1-c1ccccc1.Cc1ccc(S(=O)(=O)[O-])cc1
null
CHEMBL1147489
Bioorg Med Chem Lett
2,004
CHEMBL295054
null
4.89
0
http://www.openphacts.org/units/Nanomolar
76,153
=
1
1
=
EC50
nM
13,000
CHEMBL364
Plasmodium falciparum
Plasmodium falciparum
5833
null
EC50
M
UO_0000065
0.000013
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
C[n+]1ccc2c([nH]c3ccccc32)c1-c1ccccc1.Cc1ccc(S(=O)(=O)[O-])cc1
RDKit 2D 31 34 0 0 0 0 0 0 0 0999 V2000 3.0167 -11.0167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3792 -11.5542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3542 -10.4917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7167 -10.2542 0.0000 C 0 0 0 0...
InChI=1S/C18H14N2.C7H8O3S/c1-20-12-11-15-14-9-5-6-10-16(14)19-17(15)18(20)13-7-3-2-4-8-13;1-6-2-4-7(5-3-6)11(8,9)10/h2-12H,1H3;2-5H,1H3,(H,8,9,10)
WWZMFIPFHPIDTC-UHFFFAOYSA-N
3.81
4
C25H22N2O3S
430.53
0
1
20
259.33
0.58
0
19.67
0.5
N
1
CHEMBL1183400
CHEMBL295054
CHEMBL1183400
null
null
null
null
Plasmodium falciparum
null
null
5,833
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
In vitro antimalarial activity against Plasmodium falciparum FCR3
CHEMBL1147489
Non-molecular target assigned
N
null
1
CHEMBL364
null
null
null
Plasmodium falciparum
Plasmodium falciparum
false
ORGANISM
5,833
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
Several beta-carboline compounds including natural products and their corresponding salts were synthesized and evaluated for antimalarial activity and cytotoxicity levels. Quaternary carbolinium cations showed much higher potencies than neutral beta-carbolines and a good correlation was observed between pi-delocalized ...
Takasu K, Shimogama T, Saiin C, Kim HS, Wataya Y, Ihara M.
10.1016/j.bmcl.2004.01.055
null
1689
7
Bioorg Med Chem Lett
null
15,026,051
1
Pi-delocalized beta-carbolinium cations as potential antimalarials.
14
2,004
null
31,903
CHEMBL676987
In vitro growth inhibitory activity tested in mouse mammary tumor FM3A cells at >2.3E-5 M concentration
F
BAO_0000219
cell-based format
C[n+]1ccc2c([nH]c3ccccc32)c1-c1ccccc1.Cc1ccc(S(=O)(=O)[O-])cc1
null
CHEMBL1147489
Bioorg Med Chem Lett
2,004
CHEMBL295054
null
null
0
http://www.openphacts.org/units/Molar
76,153
=
1
0
=
EC10
M
90
CHEMBL614297
Mus musculus
FM3A
10090
null
EC10
M
UO_0000062
90.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
C[n+]1ccc2c([nH]c3ccccc32)c1-c1ccccc1.Cc1ccc(S(=O)(=O)[O-])cc1
RDKit 2D 31 34 0 0 0 0 0 0 0 0999 V2000 3.0167 -11.0167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3792 -11.5542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3542 -10.4917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7167 -10.2542 0.0000 C 0 0 0 0...
InChI=1S/C18H14N2.C7H8O3S/c1-20-12-11-15-14-9-5-6-10-16(14)19-17(15)18(20)13-7-3-2-4-8-13;1-6-2-4-7(5-3-6)11(8,9)10/h2-12H,1H3;2-5H,1H3,(H,8,9,10)
WWZMFIPFHPIDTC-UHFFFAOYSA-N
3.81
4
C25H22N2O3S
430.53
0
1
20
259.33
0.58
0
19.67
0.5
N
1
CHEMBL1183400
CHEMBL295054
CHEMBL1183400
null
null
null
FM3A
Mus musculus
null
null
10,090
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3307585
Target assigned is non-molecular
1
In vitro growth inhibitory activity tested in mouse mammary tumor FM3A cells at >2.3E-5 M concentration
CHEMBL1147489
Non-molecular target assigned
N
null
1
CHEMBL614297
null
null
null
Mus musculus
FM3A
false
CELL-LINE
10,090
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
Several beta-carboline compounds including natural products and their corresponding salts were synthesized and evaluated for antimalarial activity and cytotoxicity levels. Quaternary carbolinium cations showed much higher potencies than neutral beta-carbolines and a good correlation was observed between pi-delocalized ...
Takasu K, Shimogama T, Saiin C, Kim HS, Wataya Y, Ihara M.
10.1016/j.bmcl.2004.01.055
null
1689
7
Bioorg Med Chem Lett
null
15,026,051
1
Pi-delocalized beta-carbolinium cations as potential antimalarials.
14
2,004
null
31,905
CHEMBL789690
Antiinflammatory activity in rats by using reverse passive Arthus reaction (RPAR) assay at dose level of 50 mg/Kg by peroral administration
F
BAO_0000218
organism-based format
CC(C)Oc1ccc2c(c1)C(O)C(N)CCC2
null
CHEMBL1122595
J Med Chem
1,984
CHEMBL327375
null
null
0
http://qudt.org/vocab/unit#Percent
166,102
=
1
0
=
Inhibitory response
%
77
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Inhibitory response
%
UO_0000187
77.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC(C)Oc1ccc2c(c1)C(O)C(N)CCC2
RDKit 2D 17 18 0 0 0 0 0 0 0 0999 V2000 -0.3000 -1.3542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0542 -1.7125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8208 -1.6500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3000 -0.7542 0.0000 C 0 0 0 0...
InChI=1S/C14H21NO2/c1-9(2)17-11-7-6-10-4-3-5-13(15)14(16)12(10)8-11/h6-9,13-14,16H,3-5,15H2,1-2H3
SIDIHZUNMAKELI-UHFFFAOYSA-N
2.17
1
C14H21NO2
235.33
3
2
17
235.33
0.07
0
55.48
0.77
Y
2
CHEMBL327375
CHEMBL327375
CHEMBL327375
null
null
null
null
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antiinflammatory activity in rats by using reverse passive Arthus reaction (RPAR) assay at dose level of 50 mg/Kg by peroral administration
CHEMBL1122595
Non-molecular target assigned
N
null
1
CHEMBL376
null
null
null
Rattus norvegicus
Rattus norvegicus
false
ORGANISM
10,116
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The antiinflammatory activity of a series of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives was examined using the reverse passive Arthus reaction (RPAR). The antiinflammatory activity of these compounds was markedly influenced by the stereochemistry of the amino alcohol moiety. The threo ...
Wong SC, Sasso S, Jones H, Kaminski JJ.
10.1021/jm00367a005
null
20
1
J Med Chem
null
6,606,708
1
Stereochemical considerations and the antiinflammatory activity of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives.
27
1,984
null
31,906
CHEMBL792546
The relative potency was evaluated by considering the potency of indomethacin as 1
F
BAO_0000218
organism-based format
CC(C)Oc1ccc2c(c1)C(O)C(N)CCC2
null
CHEMBL1122595
J Med Chem
1,984
CHEMBL327375
null
null
0
null
166,102
=
1
0
=
Relative potency
null
0.18
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Relative potency
null
null
0.18
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC(C)Oc1ccc2c(c1)C(O)C(N)CCC2
RDKit 2D 17 18 0 0 0 0 0 0 0 0999 V2000 -0.3000 -1.3542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0542 -1.7125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8208 -1.6500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3000 -0.7542 0.0000 C 0 0 0 0...
InChI=1S/C14H21NO2/c1-9(2)17-11-7-6-10-4-3-5-13(15)14(16)12(10)8-11/h6-9,13-14,16H,3-5,15H2,1-2H3
SIDIHZUNMAKELI-UHFFFAOYSA-N
2.17
1
C14H21NO2
235.33
3
2
17
235.33
0.07
0
55.48
0.77
Y
2
CHEMBL327375
CHEMBL327375
CHEMBL327375
null
null
null
null
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
The relative potency was evaluated by considering the potency of indomethacin as 1
CHEMBL1122595
Non-molecular target assigned
N
null
1
CHEMBL376
null
null
null
Rattus norvegicus
Rattus norvegicus
false
ORGANISM
10,116
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The antiinflammatory activity of a series of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives was examined using the reverse passive Arthus reaction (RPAR). The antiinflammatory activity of these compounds was markedly influenced by the stereochemistry of the amino alcohol moiety. The threo ...
Wong SC, Sasso S, Jones H, Kaminski JJ.
10.1021/jm00367a005
null
20
1
J Med Chem
null
6,606,708
1
Stereochemical considerations and the antiinflammatory activity of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives.
27
1,984
null
31,907
CHEMBL789690
Antiinflammatory activity in rats by using reverse passive Arthus reaction (RPAR) assay at dose level of 50 mg/Kg by peroral administration
F
BAO_0000218
organism-based format
NC1CCCc2ccc(Cl)cc2C1O
null
CHEMBL1122595
J Med Chem
1,984
CHEMBL327233
null
null
0
http://qudt.org/vocab/unit#Percent
166,050
=
1
0
=
Inhibitory response
%
94
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Inhibitory response
%
UO_0000187
94.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
NC1CCCc2ccc(Cl)cc2C1O
RDKit 2D 14 15 0 0 0 0 0 0 0 0999 V2000 0.3500 0.6333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7042 0.2750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3500 1.2333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1708 0.3375 0.0000 C 0 0 0 0...
InChI=1S/C11H14ClNO/c12-8-5-4-7-2-1-3-10(13)11(14)9(7)6-8/h4-6,10-11,14H,1-3,13H2
PGZGJVAXNJLLBI-UHFFFAOYSA-N
2.04
1
C11H14ClNO
211.69
2
2
14
211.69
0.03
0
46.25
0.65
Y
0
CHEMBL327233
CHEMBL327233
CHEMBL327233
null
null
null
null
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antiinflammatory activity in rats by using reverse passive Arthus reaction (RPAR) assay at dose level of 50 mg/Kg by peroral administration
CHEMBL1122595
Non-molecular target assigned
N
null
1
CHEMBL376
null
null
null
Rattus norvegicus
Rattus norvegicus
false
ORGANISM
10,116
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The antiinflammatory activity of a series of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives was examined using the reverse passive Arthus reaction (RPAR). The antiinflammatory activity of these compounds was markedly influenced by the stereochemistry of the amino alcohol moiety. The threo ...
Wong SC, Sasso S, Jones H, Kaminski JJ.
10.1021/jm00367a005
null
20
1
J Med Chem
null
6,606,708
1
Stereochemical considerations and the antiinflammatory activity of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives.
27
1,984
null
31,908
CHEMBL792546
The relative potency was evaluated by considering the potency of indomethacin as 1
F
BAO_0000218
organism-based format
NC1CCCc2ccc(Cl)cc2C1O
null
CHEMBL1122595
J Med Chem
1,984
CHEMBL327233
null
null
0
null
166,050
=
1
0
=
Relative potency
null
0.34
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Relative potency
null
null
0.34
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
NC1CCCc2ccc(Cl)cc2C1O
RDKit 2D 14 15 0 0 0 0 0 0 0 0999 V2000 0.3500 0.6333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7042 0.2750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3500 1.2333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1708 0.3375 0.0000 C 0 0 0 0...
InChI=1S/C11H14ClNO/c12-8-5-4-7-2-1-3-10(13)11(14)9(7)6-8/h4-6,10-11,14H,1-3,13H2
PGZGJVAXNJLLBI-UHFFFAOYSA-N
2.04
1
C11H14ClNO
211.69
2
2
14
211.69
0.03
0
46.25
0.65
Y
0
CHEMBL327233
CHEMBL327233
CHEMBL327233
null
null
null
null
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
The relative potency was evaluated by considering the potency of indomethacin as 1
CHEMBL1122595
Non-molecular target assigned
N
null
1
CHEMBL376
null
null
null
Rattus norvegicus
Rattus norvegicus
false
ORGANISM
10,116
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The antiinflammatory activity of a series of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives was examined using the reverse passive Arthus reaction (RPAR). The antiinflammatory activity of these compounds was markedly influenced by the stereochemistry of the amino alcohol moiety. The threo ...
Wong SC, Sasso S, Jones H, Kaminski JJ.
10.1021/jm00367a005
null
20
1
J Med Chem
null
6,606,708
1
Stereochemical considerations and the antiinflammatory activity of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives.
27
1,984
null
31,909
CHEMBL663871
Inhibition constant against Bacillus subtilis DNA topoisomerase III (wild type).
B
BAO_0000357
single protein format
Cc1cc(Nc2cc(O)nc(O)n2)ccc1N
null
CHEMBL1122565
J Med Chem
1,984
CHEMBL54530
null
4.72
1
http://www.openphacts.org/units/Nanomolar
91,168
=
1
1
=
Ki
nM
19,010.78
CHEMBL4320
Bacillus subtilis (strain 168)
DNA topoisomerase 3
224308
null
Log 1/Ki
null
UO_0000065
4.721
20.33
0.38
3.20
4.53
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1cc(Nc2cc(O)nc(O)n2)ccc1N
RDKit 2D 17 18 0 0 0 0 0 0 0 0999 V2000 2.3667 -2.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8500 -2.6417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3375 -2.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3375 -1.7417 0.0000 N 0 0 0 0...
InChI=1S/C11H12N4O2/c1-6-4-7(2-3-8(6)12)13-9-5-10(16)15-11(17)14-9/h2-5H,12H2,1H3,(H3,13,14,15,16,17)
HTNZTLICIWTAFB-UHFFFAOYSA-N
1.52
2
C11H12N4O2
232.24
6
4
17
232.24
-1.25
0
104.29
0.59
N
2
CHEMBL54530
CHEMBL54530
CHEMBL54530
null
null
null
null
Bacillus subtilis
null
null
1,423
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition constant against Bacillus subtilis DNA topoisomerase III (wild type).
CHEMBL1122565
Homologous protein target assigned
H
null
1
CHEMBL4320
null
null
null
Bacillus subtilis (strain 168)
DNA topoisomerase 3
false
SINGLE PROTEIN
224,308
P96583
DNA topoisomerase 3
PROTEIN
2,637
1
null
null
null
null
null
null
null
null
null
null
null
Quantitative structure-activity relationships (QSAR) of a series of 6-anilinouracil derivatives were developed for their inhibitory activity against the wild-type DNA polymerase III (pol III) and a mutant enzyme, pol III/azp-12, derived from Bacillus subtilis. Interaction between inhibitors and both enzymes appears to ...
Wright GE, Gambino JJ.
10.1021/jm00368a013
null
181
2
J Med Chem
null
6,420,570
1
Quantitative structure-activity relationships of 6-anilinouracils as inhibitors of Bacillus subtilis DNA polymerase III.
27
1,984
null
31,911
CHEMBL657133
Inhibition of 0.25 uM [1-3H]-androst-4-ene-3,17-dione binding to Cytochrome P450 19A1
B
BAO_0000357
single protein format
C[C@]12CCC(=O)C(O)=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
null
CHEMBL1122664
J Med Chem
1,984
CHEMBL132530
FORMESTANE
null
0
http://qudt.org/vocab/unit#Percent
321,019
=
1
1
=
Inhibition
%
50.1
CHEMBL1978
Homo sapiens
Aromatase
9606
null
Inhibition
%
UO_0000187
50.1
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
FORMESTANE
0
MOL
true
false
-mestane
null
false
C[C@]12CCC(=O)C(O)=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
RDKit 2D 25 28 0 0 1 0 0 0 0 0999 V2000 -0.9083 -0.1417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9083 -1.4042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4375 1.7625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2292 0.5000 0.0000 C 0 0 0 0...
InChI=1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1
OSVMTWJCGUFAOD-KZQROQTASA-N
3.97
0
C19H26O3
302.41
3
1
22
302.41
2.29
0
54.37
0.74
N
0
CHEMBL132530
CHEMBL132530
CHEMBL132530
4-oh-androstene-3,17-dione [OTHER] | CGP 32349 [RESEARCH_CODE] | CGP-32349 [RESEARCH_CODE] | Formestane [ATC] | Formestane [BNF] | Formestane [INN] | Formestano [INN_SPANISH] | Lentaron [TRADE_NAME] | NSC-282175 [RESEARCH_CODE]
null
null
null
Homo sapiens
null
null
9,606
null
B
Binding
BAO_0000357
single protein format
null
Direct single protein target assigned
9
Inhibition of 0.25 uM [1-3H]-androst-4-ene-3,17-dione binding to Cytochrome P450 19A1
CHEMBL1122664
Direct protein target assigned
D
null
1
CHEMBL1978
null
null
null
Homo sapiens
Aromatase
false
SINGLE PROTEIN
9,606
P11511
Aromatase
PROTEIN
301
1
null
null
null
null
null
null
null
Neoplasms
neoplasm
4.0
1
Derivatives of 19- azaandrostenedione (10 beta-amino-4- estrene -3,17-dione, 2) and 19-amino-4-androstene-3,17-dione (3) were synthesized as potential inhibitors of aromtase (estrogen synthetase). Compound 2 and its derivatives were synthesized from 3,17-dioxo-4-androsten-19-oic acid (5) via a Curtius rearrangement. De...
Lovett JA, Darby MV, Counsell RE.
10.1021/jm00372a005
null
734
6
J Med Chem
null
6,547,488
1
Synthesis and evaluation of 19-aza- and 19-aminoandrostenedione analogues as potential aromatase inhibitors.
27
1,984
null
31,912
CHEMBL657134
Inhibition of 1.25 uM [1-3H]-androst-4-ene-3,17-dione binding to Cytochrome P450 19A1
B
BAO_0000357
single protein format
C[C@]12CCC(=O)C(O)=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
null
CHEMBL1122664
J Med Chem
1,984
CHEMBL132530
FORMESTANE
null
0
http://qudt.org/vocab/unit#Percent
321,019
=
1
1
=
Inhibition
%
81.6
CHEMBL1978
Homo sapiens
Aromatase
9606
null
Inhibition
%
UO_0000187
81.6
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
FORMESTANE
0
MOL
true
false
-mestane
null
false
C[C@]12CCC(=O)C(O)=C1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
RDKit 2D 25 28 0 0 1 0 0 0 0 0999 V2000 -0.9083 -0.1417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9083 -1.4042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4375 1.7625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2292 0.5000 0.0000 C 0 0 0 0...
InChI=1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1
OSVMTWJCGUFAOD-KZQROQTASA-N
3.97
0
C19H26O3
302.41
3
1
22
302.41
2.29
0
54.37
0.74
N
0
CHEMBL132530
CHEMBL132530
CHEMBL132530
4-oh-androstene-3,17-dione [OTHER] | CGP 32349 [RESEARCH_CODE] | CGP-32349 [RESEARCH_CODE] | Formestane [ATC] | Formestane [BNF] | Formestane [INN] | Formestano [INN_SPANISH] | Lentaron [TRADE_NAME] | NSC-282175 [RESEARCH_CODE]
null
null
null
Homo sapiens
null
null
9,606
null
B
Binding
BAO_0000357
single protein format
null
Direct single protein target assigned
9
Inhibition of 1.25 uM [1-3H]-androst-4-ene-3,17-dione binding to Cytochrome P450 19A1
CHEMBL1122664
Direct protein target assigned
D
null
1
CHEMBL1978
null
null
null
Homo sapiens
Aromatase
false
SINGLE PROTEIN
9,606
P11511
Aromatase
PROTEIN
301
1
null
null
null
null
null
null
null
Neoplasms
neoplasm
4.0
1
Derivatives of 19- azaandrostenedione (10 beta-amino-4- estrene -3,17-dione, 2) and 19-amino-4-androstene-3,17-dione (3) were synthesized as potential inhibitors of aromtase (estrogen synthetase). Compound 2 and its derivatives were synthesized from 3,17-dioxo-4-androsten-19-oic acid (5) via a Curtius rearrangement. De...
Lovett JA, Darby MV, Counsell RE.
10.1021/jm00372a005
null
734
6
J Med Chem
null
6,547,488
1
Synthesis and evaluation of 19-aza- and 19-aminoandrostenedione analogues as potential aromatase inhibitors.
27
1,984
null
31,913
CHEMBL743308
Antiherpes (Type-1) activity in mouse paralysis model expressed as animals paralyzed treated/percent animals paralyzed control (% T/C)
F
BAO_0000218
organism-based format
Cl.O=C(/C=C/c1ccccc1)CCN1CCOCC1
null
CHEMBL1122349
J Med Chem
1,983
CHEMBL542969
null
null
0
http://qudt.org/vocab/unit#Percent
263,388
=
1
0
=
T/C
%
11
CHEMBL377
Human alphaherpesvirus 1
Human alphaherpesvirus 1
10298
null
T/C
%
UO_0000187
11.0
null
null
null
null
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cl.O=C(/C=C/c1ccccc1)CCN1CCOCC1
RDKit 2D 19 19 0 0 0 0 0 0 0 0999 V2000 8.9837 -4.5059 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.2990 -0.7500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8912 -5.2578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1894 -6.0109 0.0000 C 0 0 0 0...
InChI=1S/C15H19NO2.ClH/c17-15(7-6-14-4-2-1-3-5-14)8-9-16-10-12-18-13-11-16;/h1-7H,8-13H2;1H/b7-6+;
GWNLEXKNAOCIOV-UHDJGPCESA-N
1.99
1
C15H20ClNO2
281.78
3
0
18
245.32
-0.52
0
29.54
0.74
N
5
CHEMBL1191820
CHEMBL542969
CHEMBL1191820
null
null
null
null
herpes simplex virus
null
null
10,298
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Antiherpes (Type-1) activity in mouse paralysis model expressed as animals paralyzed treated/percent animals paralyzed control (% T/C)
CHEMBL1122349
Non-molecular target assigned
N
null
1
CHEMBL377
null
null
null
Human alphaherpesvirus 1
Human alphaherpesvirus 1
false
ORGANISM
10,298
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
Edwards ML, Ritter HW, Stemerick DM, Stewart KT.
10.1021/jm00357a020
null
431
3
J Med Chem
null
6,827,562
1
Mannich bases of 4-phenyl-3-buten-2-one: a new class of antiherpes agent.
26
1,983