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
87,455
CHEMBL678967
Relative binding affinity for estrogen receptor at 25 degree C
B
BAO_0000224
protein format
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1628161
MOXESTROL
null
0
null
69,274
=
1
0
=
RBA
null
185
CHEMBL2094114
Rattus norvegicus
Estrogen receptor
10116
null
RBA
null
null
185.0
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
MOXESTROL
0
MOL
false
false
-estr-
null
false
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
RDKit 2D 27 30 0 0 1 0 0 0 0 0999 V2000 2.3917 0.5375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3000 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3917 -0.7042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2042 -0.6792 0.0000 C 0 0 0 0...
InChI=1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1
MTMZZIPTQITGCY-OLGWUGKESA-N
3.24
1
C21H26O3
326.44
3
2
24
326.44
1.80
0
49.69
0.78
N
1
CHEMBL1628161
CHEMBL1628161
CHEMBL1628161
Moxestrol [ATC] | Moxestrol [INN] | R 2858 [RESEARCH_CODE] | R-2858 [RESEARCH_CODE]
null
null
null
Rattus norvegicus
null
null
10,116
null
B
Binding
BAO_0000224
protein format
null
Multiple direct protein targets may be assigned
5
Relative binding affinity for estrogen receptor at 25 degree C
CHEMBL1126705
Direct protein target assigned
D
null
1
CHEMBL2094114
null
null
null
Rattus norvegicus
Estrogen receptor
false
PROTEIN FAMILY
10,116
P06211
Estrogen receptor
PROTEIN
1,060
2
null
null
null
null
null
null
null
null
null
null
null
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
87,456
CHEMBL640156
Partition coefficient (logP)
P
BAO_0000100
small-molecule physicochemical format
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1628161
MOXESTROL
null
0
null
69,274
=
1
1
=
LogP
null
3.01
CHEMBL2362975
null
No relevant target
null
null
logP
null
null
3.01
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
MOXESTROL
0
MOL
false
false
-estr-
null
false
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
RDKit 2D 27 30 0 0 1 0 0 0 0 0999 V2000 2.3917 0.5375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3000 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3917 -0.7042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2042 -0.6792 0.0000 C 0 0 0 0...
InChI=1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1
MTMZZIPTQITGCY-OLGWUGKESA-N
3.24
1
C21H26O3
326.44
3
2
24
326.44
1.80
0
49.69
0.78
N
1
CHEMBL1628161
CHEMBL1628161
CHEMBL1628161
Moxestrol [ATC] | Moxestrol [INN] | R 2858 [RESEARCH_CODE] | R-2858 [RESEARCH_CODE]
null
null
null
null
null
null
null
null
P
Physicochemical
BAO_0000100
small-molecule physicochemical format
null
Default value - Target unknown or has yet to be assigned
0
Partition coefficient (logP)
CHEMBL1126705
Default value - Target has yet to be curated
U
null
1
CHEMBL2362975
null
null
null
null
No relevant target
false
NO TARGET
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
87,457
CHEMBL677821
Nonspecific binding affinity (NSB) for estrogen receptor
B
BAO_0000224
protein format
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1628161
MOXESTROL
null
0
null
69,274
=
1
0
=
NSB
null
0.76
CHEMBL2094114
Rattus norvegicus
Estrogen receptor
10116
null
NSB
null
null
0.76
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
MOXESTROL
0
MOL
false
false
-estr-
null
false
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
RDKit 2D 27 30 0 0 1 0 0 0 0 0999 V2000 2.3917 0.5375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3000 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3917 -0.7042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2042 -0.6792 0.0000 C 0 0 0 0...
InChI=1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1
MTMZZIPTQITGCY-OLGWUGKESA-N
3.24
1
C21H26O3
326.44
3
2
24
326.44
1.80
0
49.69
0.78
N
1
CHEMBL1628161
CHEMBL1628161
CHEMBL1628161
Moxestrol [ATC] | Moxestrol [INN] | R 2858 [RESEARCH_CODE] | R-2858 [RESEARCH_CODE]
null
null
null
Rattus norvegicus
null
null
10,116
null
B
Binding
BAO_0000224
protein format
null
Multiple direct protein targets may be assigned
5
Nonspecific binding affinity (NSB) for estrogen receptor
CHEMBL1126705
Direct protein target assigned
D
null
1
CHEMBL2094114
null
null
null
Rattus norvegicus
Estrogen receptor
false
PROTEIN FAMILY
10,116
P06211
Estrogen receptor
PROTEIN
1,060
2
null
null
null
null
null
null
null
null
null
null
null
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
87,458
CHEMBL801821
Relative binding affinity against sex steroid binding protein (SBP)
B
BAO_0000357
single protein format
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1628161
MOXESTROL
null
0
null
69,274
=
1
0
=
RBA
null
0.071
CHEMBL3305
Homo sapiens
Sex hormone-binding globulin
9606
null
RBA
null
null
0.071
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
MOXESTROL
0
MOL
false
false
-estr-
null
false
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
RDKit 2D 27 30 0 0 1 0 0 0 0 0999 V2000 2.3917 0.5375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3000 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3917 -0.7042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2042 -0.6792 0.0000 C 0 0 0 0...
InChI=1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1
MTMZZIPTQITGCY-OLGWUGKESA-N
3.24
1
C21H26O3
326.44
3
2
24
326.44
1.80
0
49.69
0.78
N
1
CHEMBL1628161
CHEMBL1628161
CHEMBL1628161
Moxestrol [ATC] | Moxestrol [INN] | R 2858 [RESEARCH_CODE] | R-2858 [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
Relative binding affinity against sex steroid binding protein (SBP)
CHEMBL1126705
Direct protein target assigned
D
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
87,459
CHEMBL642833
Relative binding affinity for Alphafetoprotein
B
BAO_0000357
single protein format
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1628161
MOXESTROL
null
0
null
69,274
=
1
0
=
RBA
null
0.023
CHEMBL3141
Rattus norvegicus
Alpha-fetoprotein
10116
null
RBA
null
null
0.023
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
MOXESTROL
0
MOL
false
false
-estr-
null
false
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
RDKit 2D 27 30 0 0 1 0 0 0 0 0999 V2000 2.3917 0.5375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3000 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3917 -0.7042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2042 -0.6792 0.0000 C 0 0 0 0...
InChI=1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1
MTMZZIPTQITGCY-OLGWUGKESA-N
3.24
1
C21H26O3
326.44
3
2
24
326.44
1.80
0
49.69
0.78
N
1
CHEMBL1628161
CHEMBL1628161
CHEMBL1628161
Moxestrol [ATC] | Moxestrol [INN] | R 2858 [RESEARCH_CODE] | R-2858 [RESEARCH_CODE]
null
null
null
Rattus norvegicus
null
null
10,116
null
B
Binding
BAO_0000357
single protein format
null
Direct single protein target assigned
9
Relative binding affinity for Alphafetoprotein
CHEMBL1126705
Direct protein target assigned
D
null
1
CHEMBL3141
null
null
null
Rattus norvegicus
Alpha-fetoprotein
false
SINGLE PROTEIN
10,116
P02773
Alpha-fetoprotein
PROTEIN
1,466
1
null
null
null
null
null
null
null
null
null
null
null
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
87,460
CHEMBL844270
Binding selectivity index (BSI) as the relative affinity for estrogen receptor at 25 degree C and no-specific binding
B
BAO_0000224
protein format
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1628161
MOXESTROL
null
0
null
69,274
=
1
0
=
BSI
null
243
CHEMBL2094114
Rattus norvegicus
Estrogen receptor
10116
null
BSI
null
null
243.0
null
null
null
null
null
0
1
null
null
0
2.0
Small molecule
1
false
false
0
MOXESTROL
0
MOL
false
false
-estr-
null
false
C#C[C@]1(O)CC[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3[C@@H](OC)C[C@@]21C
RDKit 2D 27 30 0 0 1 0 0 0 0 0999 V2000 2.3917 0.5375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3000 -1.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3917 -0.7042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2042 -0.6792 0.0000 C 0 0 0 0...
InChI=1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18-,19+,20-,21-/m0/s1
MTMZZIPTQITGCY-OLGWUGKESA-N
3.24
1
C21H26O3
326.44
3
2
24
326.44
1.80
0
49.69
0.78
N
1
CHEMBL1628161
CHEMBL1628161
CHEMBL1628161
Moxestrol [ATC] | Moxestrol [INN] | R 2858 [RESEARCH_CODE] | R-2858 [RESEARCH_CODE]
null
null
null
Rattus norvegicus
null
null
10,116
null
B
Binding
BAO_0000224
protein format
null
Multiple direct protein targets may be assigned
5
Binding selectivity index (BSI) as the relative affinity for estrogen receptor at 25 degree C and no-specific binding
CHEMBL1126705
Direct protein target assigned
D
null
1
CHEMBL2094114
null
null
null
Rattus norvegicus
Estrogen receptor
false
PROTEIN FAMILY
10,116
P06211
Estrogen receptor
PROTEIN
1,060
2
null
null
null
null
null
null
null
null
null
null
null
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
87,462
CHEMBL703854
Kinetic parameter (Km) for hydrolysis of LTA4 hydrolase purified from human leukocytes
B
BAO_0000019
assay format
O=C(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
null
CHEMBL1126810
J Med Chem
1,993
CHEMBL68535
null
null
1
http://www.openphacts.org/units/Nanomolar
123,401
=
1
1
=
Km
nM
100,000
CHEMBL4618
Homo sapiens
Leukotriene A-4 hydrolase
9606
null
Km
uM
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
O=C(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
RDKit 2D 17 18 0 0 1 0 0 0 0 0999 V2000 4.2125 0.6375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6542 -0.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3750 -1.0292 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5042 0.2208 0.0000 C 0 0 0 0...
InChI=1S/C11H13N3O3/c15-11(10-2-1-7-12-10)13-8-3-5-9(6-4-8)14(16)17/h3-6,10,12H,1-2,7H2,(H,13,15)/t10-/m0/s1
JWXPYNYNEUYKOW-JTQLQIEISA-N
1.29
1
C11H13N3O3
235.24
4
2
17
235.24
-1.39
0
84.27
0.61
N
3
CHEMBL68535
CHEMBL68535
CHEMBL68535
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Kinetic parameter (Km) for hydrolysis of LTA4 hydrolase purified from human leukocytes
CHEMBL1126810
Homologous protein target assigned
H
null
1
CHEMBL4618
null
null
null
Homo sapiens
Leukotriene A-4 hydrolase
false
SINGLE PROTEIN
9,606
P09960
Leukotriene A-4 hydrolase
PROTEIN
2,935
1
null
null
null
null
null
null
null
null
null
null
null
Leukotriene A4 hydrolase is a zinc-containing enzyme which exhibits both epoxide hydrolase and aminopeptidase activities. Since the enzyme product leukotriene B4 is an inflammatory mediator, it is of interest to develop selective inhibitors of leukotriene A4 hydrolase as potential antiinflammatory agents and as mechani...
Yuan W, Munoz B, Wong CH, Haeggström JZ, Wetterholm A, Samuelsson B.
10.1021/jm00054a004
null
211
2
J Med Chem
null
8,423,594
1
Development of selective tight-binding inhibitors of leukotriene A4 hydrolase.
36
1,993
null
87,463
CHEMBL703860
Kinetic parameter kcat against LTA4 hydrolase purified from human leukocytes
B
BAO_0000019
assay format
O=C(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
null
CHEMBL1126810
J Med Chem
1,993
CHEMBL68535
null
null
0
null
123,401
=
1
0
=
k cat
s-1
1.5
CHEMBL4618
Homo sapiens
Leukotriene A-4 hydrolase
9606
null
k cat
s-1
null
1.5
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(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
RDKit 2D 17 18 0 0 1 0 0 0 0 0999 V2000 4.2125 0.6375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6542 -0.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3750 -1.0292 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5042 0.2208 0.0000 C 0 0 0 0...
InChI=1S/C11H13N3O3/c15-11(10-2-1-7-12-10)13-8-3-5-9(6-4-8)14(16)17/h3-6,10,12H,1-2,7H2,(H,13,15)/t10-/m0/s1
JWXPYNYNEUYKOW-JTQLQIEISA-N
1.29
1
C11H13N3O3
235.24
4
2
17
235.24
-1.39
0
84.27
0.61
N
3
CHEMBL68535
CHEMBL68535
CHEMBL68535
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Kinetic parameter kcat against LTA4 hydrolase purified from human leukocytes
CHEMBL1126810
Homologous protein target assigned
H
null
1
CHEMBL4618
null
null
null
Homo sapiens
Leukotriene A-4 hydrolase
false
SINGLE PROTEIN
9,606
P09960
Leukotriene A-4 hydrolase
PROTEIN
2,935
1
null
null
null
null
null
null
null
null
null
null
null
Leukotriene A4 hydrolase is a zinc-containing enzyme which exhibits both epoxide hydrolase and aminopeptidase activities. Since the enzyme product leukotriene B4 is an inflammatory mediator, it is of interest to develop selective inhibitors of leukotriene A4 hydrolase as potential antiinflammatory agents and as mechani...
Yuan W, Munoz B, Wong CH, Haeggström JZ, Wetterholm A, Samuelsson B.
10.1021/jm00054a004
null
211
2
J Med Chem
null
8,423,594
1
Development of selective tight-binding inhibitors of leukotriene A4 hydrolase.
36
1,993
null
87,464
CHEMBL703856
Kinetic parameter Vmax against LTA4 hydrolase purified from human leukocytes was determined
B
BAO_0000019
assay format
O=C(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
null
CHEMBL1126810
J Med Chem
1,993
CHEMBL68535
null
null
1
null
123,401
=
1
0
=
Vmax
nM min-1 mg-1
135
CHEMBL4618
Homo sapiens
Leukotriene A-4 hydrolase
9606
null
Vmax
nM min-1 mg-1
null
135.0
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(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
RDKit 2D 17 18 0 0 1 0 0 0 0 0999 V2000 4.2125 0.6375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6542 -0.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3750 -1.0292 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5042 0.2208 0.0000 C 0 0 0 0...
InChI=1S/C11H13N3O3/c15-11(10-2-1-7-12-10)13-8-3-5-9(6-4-8)14(16)17/h3-6,10,12H,1-2,7H2,(H,13,15)/t10-/m0/s1
JWXPYNYNEUYKOW-JTQLQIEISA-N
1.29
1
C11H13N3O3
235.24
4
2
17
235.24
-1.39
0
84.27
0.61
N
3
CHEMBL68535
CHEMBL68535
CHEMBL68535
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Kinetic parameter Vmax against LTA4 hydrolase purified from human leukocytes was determined
CHEMBL1126810
Homologous protein target assigned
H
null
1
CHEMBL4618
null
null
null
Homo sapiens
Leukotriene A-4 hydrolase
false
SINGLE PROTEIN
9,606
P09960
Leukotriene A-4 hydrolase
PROTEIN
2,935
1
null
null
null
null
null
null
null
null
null
null
null
Leukotriene A4 hydrolase is a zinc-containing enzyme which exhibits both epoxide hydrolase and aminopeptidase activities. Since the enzyme product leukotriene B4 is an inflammatory mediator, it is of interest to develop selective inhibitors of leukotriene A4 hydrolase as potential antiinflammatory agents and as mechani...
Yuan W, Munoz B, Wong CH, Haeggström JZ, Wetterholm A, Samuelsson B.
10.1021/jm00054a004
null
211
2
J Med Chem
null
8,423,594
1
Development of selective tight-binding inhibitors of leukotriene A4 hydrolase.
36
1,993
null
87,465
CHEMBL848575
Ratio kcat /Km (1/M 1/s)
B
BAO_0000019
assay format
O=C(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
null
CHEMBL1126810
J Med Chem
1,993
CHEMBL68535
null
null
0
null
123,401
=
1
0
=
Ratio
null
0.0015
CHEMBL612545
null
Unchecked
null
null
Ratio
null
null
0.0015
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(Nc1ccc([N+](=O)[O-])cc1)[C@@H]1CCCN1
RDKit 2D 17 18 0 0 1 0 0 0 0 0999 V2000 4.2125 0.6375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6542 -0.6250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3750 -1.0292 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5042 0.2208 0.0000 C 0 0 0 0...
InChI=1S/C11H13N3O3/c15-11(10-2-1-7-12-10)13-8-3-5-9(6-4-8)14(16)17/h3-6,10,12H,1-2,7H2,(H,13,15)/t10-/m0/s1
JWXPYNYNEUYKOW-JTQLQIEISA-N
1.29
1
C11H13N3O3
235.24
4
2
17
235.24
-1.39
0
84.27
0.61
N
3
CHEMBL68535
CHEMBL68535
CHEMBL68535
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Ratio kcat /Km (1/M 1/s)
CHEMBL1126810
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
Leukotriene A4 hydrolase is a zinc-containing enzyme which exhibits both epoxide hydrolase and aminopeptidase activities. Since the enzyme product leukotriene B4 is an inflammatory mediator, it is of interest to develop selective inhibitors of leukotriene A4 hydrolase as potential antiinflammatory agents and as mechani...
Yuan W, Munoz B, Wong CH, Haeggström JZ, Wetterholm A, Samuelsson B.
10.1021/jm00054a004
null
211
2
J Med Chem
null
8,423,594
1
Development of selective tight-binding inhibitors of leukotriene A4 hydrolase.
36
1,993
null
87,466
CHEMBL706177
Inhibition of amidase activity of LTA4 hydrolase purified from human leukocytes
B
BAO_0000019
assay format
CC(C)C[C@H](NC(=O)C(=O)[C@@H](N)Cc1ccccc1)C(=O)O
null
CHEMBL1126810
J Med Chem
1,993
CHEMBL71853
null
6.3
0
http://www.openphacts.org/units/Nanomolar
123,372
=
1
1
=
IC50
nM
500
CHEMBL4618
Homo sapiens
Leukotriene A-4 hydrolase
9606
null
IC50
uM
UO_0000065
0.5
20.57
0.39
5.56
5.75
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC(C)C[C@H](NC(=O)C(=O)[C@@H](N)Cc1ccccc1)C(=O)O
RDKit 2D 22 22 0 0 1 0 0 0 0 0999 V2000 2.4292 -3.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9125 -3.7625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9500 -3.7625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4667 -3.4625 0.0000 C 0 0 0 0...
InChI=1S/C16H22N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13-/m0/s1
ZHKQDDSZZVFWOF-STQMWFEESA-N
0.74
1
C16H22N2O4
306.36
4
3
22
306.36
0.14
0
109.49
0.61
N
8
CHEMBL71853
CHEMBL71853
CHEMBL71853
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Inhibition of amidase activity of LTA4 hydrolase purified from human leukocytes
CHEMBL1126810
Homologous protein target assigned
H
null
1
CHEMBL4618
null
null
null
Homo sapiens
Leukotriene A-4 hydrolase
false
SINGLE PROTEIN
9,606
P09960
Leukotriene A-4 hydrolase
PROTEIN
2,935
1
null
null
null
null
null
null
null
null
null
null
null
Leukotriene A4 hydrolase is a zinc-containing enzyme which exhibits both epoxide hydrolase and aminopeptidase activities. Since the enzyme product leukotriene B4 is an inflammatory mediator, it is of interest to develop selective inhibitors of leukotriene A4 hydrolase as potential antiinflammatory agents and as mechani...
Yuan W, Munoz B, Wong CH, Haeggström JZ, Wetterholm A, Samuelsson B.
10.1021/jm00054a004
null
211
2
J Med Chem
null
8,423,594
1
Development of selective tight-binding inhibitors of leukotriene A4 hydrolase.
36
1,993
null
87,467
CHEMBL790954
Compound was tested in vitro to antagonize CRF-induced release of ACTH by rat pituitary cells in culture
F
BAO_0000218
organism-based format
CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC...
null
CHEMBL1126829
J Med Chem
1,993
CHEMBL439302
null
null
0
null
180,068
=
1
0
=
Potency
null
0.12
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Potency
null
null
0.12
null
null
null
null
-1
0
-1
null
PEPTIDE1{S.L.T.F.H.L.L.R.E.V.L.E.M.A.R.A.E.Q.L.A.Q.Q.A.H.S.N.R.K.L.M.E.I.[dalloI].[am]}$$$$
-1
null
Protein
0
false
false
0
null
-1
BOTH
false
false
null
null
false
CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC...
RDKit 2D 271273 0 0 1 0 0 0 0 0999 V2000 -1.3583 -1.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3917 -0.8875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3208 -50.0042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3583 -2.5625 0.0000 N 0 0 0 0...
InChI=1S/C169H284N52O48S2/c1-26-87(17)131(134(176)237)219-165(268)132(88(18)27-2)220-152(255)108(48-55-129(235)236)203-150(253)110(57-63-271-25)206-155(258)112(65-81(5)6)210-145(248)98(38-31-32-58-170)197-143(246)100(40-34-60-186-168(179)180)199-161(264)120(73-125(175)228)214-163(266)121(77-223)217-160(263)118(71-95-74...
FZDDMVVJHQVUQJ-DDPJQGERSA-N
null
null
C169H284N52O48S2
3876.58
null
null
null
3,876.58
null
null
null
null
null
null
CHEMBL439302
CHEMBL439302
CHEMBL439302
null
null
null
Pituitary gland cell
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000218
organism-based format
CHEMBL3988382
Target assigned is non-molecular
1
Compound was tested in vitro to antagonize CRF-induced release of ACTH by rat pituitary cells in culture
CHEMBL1126829
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
Two series of CRF antagonists with N alpha- and C alpha-methylated alanine and leucines were evaluated for their biological activities in vitro and in vivo in several systems. The poly-N-methylated analogue of alpha-helical-CRF9-41, [N alpha MeLeu10,15,27,37,N alpha MeAla22,32,41]-alpha-Hel-CRF9-41, was found to be con...
Hernandez JF, Kornreich W, Rivier C, Miranda A, Yamamoto G, Andrews J, Taché Y, Vale W, Rivier J.
10.1021/jm00072a004
null
2860
20
J Med Chem
null
8,411,001
1
Synthesis and relative potencies of new constrained CRF antagonists.
36
1,993
null
87,468
CHEMBL785058
Percent intrinsic activity was determined in rat pituitary cells
F
BAO_0000218
organism-based format
CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC...
null
CHEMBL1126829
J Med Chem
1,993
CHEMBL439302
null
null
0
http://qudt.org/vocab/unit#Percent
180,068
=
1
0
=
IA
%
14
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
IA
%
UO_0000187
14.0
null
null
null
null
-1
0
-1
null
PEPTIDE1{S.L.T.F.H.L.L.R.E.V.L.E.M.A.R.A.E.Q.L.A.Q.Q.A.H.S.N.R.K.L.M.E.I.[dalloI].[am]}$$$$
-1
null
Protein
0
false
false
0
null
-1
BOTH
false
false
null
null
false
CC[C@H](C)[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC...
RDKit 2D 271273 0 0 1 0 0 0 0 0999 V2000 -1.3583 -1.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3917 -0.8875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3208 -50.0042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3583 -2.5625 0.0000 N 0 0 0 0...
InChI=1S/C169H284N52O48S2/c1-26-87(17)131(134(176)237)219-165(268)132(88(18)27-2)220-152(255)108(48-55-129(235)236)203-150(253)110(57-63-271-25)206-155(258)112(65-81(5)6)210-145(248)98(38-31-32-58-170)197-143(246)100(40-34-60-186-168(179)180)199-161(264)120(73-125(175)228)214-163(266)121(77-223)217-160(263)118(71-95-74...
FZDDMVVJHQVUQJ-DDPJQGERSA-N
null
null
C169H284N52O48S2
3876.58
null
null
null
3,876.58
null
null
null
null
null
null
CHEMBL439302
CHEMBL439302
CHEMBL439302
null
null
null
Pituitary gland cell
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000218
organism-based format
CHEMBL3988382
Target assigned is non-molecular
1
Percent intrinsic activity was determined in rat pituitary cells
CHEMBL1126829
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
Two series of CRF antagonists with N alpha- and C alpha-methylated alanine and leucines were evaluated for their biological activities in vitro and in vivo in several systems. The poly-N-methylated analogue of alpha-helical-CRF9-41, [N alpha MeLeu10,15,27,37,N alpha MeAla22,32,41]-alpha-Hel-CRF9-41, was found to be con...
Hernandez JF, Kornreich W, Rivier C, Miranda A, Yamamoto G, Andrews J, Taché Y, Vale W, Rivier J.
10.1021/jm00072a004
null
2860
20
J Med Chem
null
8,411,001
1
Synthesis and relative potencies of new constrained CRF antagonists.
36
1,993
null
87,469
CHEMBL755096
In vivo inhibitory potency against neutral endopeptidase by displacement of [3H]HACBOGly binding in mouse kidney
B
BAO_0000218
organism-based format
CC(c1ccc(F)cc1)C(CS)C(=O)NC(Cc1ccc(O)cc1)C(=O)O
null
CHEMBL1127630
J Med Chem
1,994
CHEMBL273724
null
8.23
0
http://www.openphacts.org/units/Nanomolar
9,167
=
1
1
=
IC50
nM
5.9
CHEMBL1944
Homo sapiens
Neprilysin
9606
null
IC50
nM
UO_0000065
5.9
21.02
0.42
5.24
9.50
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC(c1ccc(F)cc1)C(CS)C(=O)NC(Cc1ccc(O)cc1)C(=O)O
RDKit 2D 27 28 0 0 0 0 0 0 0 0999 V2000 -0.4583 -0.5750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9750 -0.8750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0667 -0.8667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5792 -0.5667 0.0000 C 0 0 0 0...
InChI=1S/C20H22FNO4S/c1-12(14-4-6-15(21)7-5-14)17(11-27)19(24)22-18(20(25)26)10-13-2-8-16(23)9-3-13/h2-9,12,17-18,23,27H,10-11H2,1H3,(H,22,24)(H,25,26)
XXIGJGUCZPOAQV-UHFFFAOYSA-N
2.99
2
C20H22FNO4S
391.46
4
4
27
391.46
-0.09
0
86.63
0.52
N
8
CHEMBL273724
CHEMBL273724
CHEMBL273724
null
null
null
null
Mus musculus
null
null
10,090
null
B
Binding
BAO_0000218
organism-based format
null
Homologous single protein target assigned
8
In vivo inhibitory potency against neutral endopeptidase by displacement of [3H]HACBOGly binding in mouse kidney
CHEMBL1127630
Homologous protein target assigned
H
null
1
CHEMBL1944
null
null
null
Homo sapiens
Neprilysin
false
SINGLE PROTEIN
9,606
P08473
Neprilysin
PROTEIN
267
1
null
null
null
null
null
null
null
null
null
null
null
In the treatment of cardiovascular diseases, it could be of therapeutic interest to associate the hypotensive effects resulting from the inhibition of angiotensin II formation, ensured by endothelial angiotensin-converting enzyme (ACE), with the diuretic and natriuretic responses due to the protection of the endogenous...
Fournié-Zaluski MC, Coric P, Turcaud S, Rousselet N, Gonzalez W, Barbe B, Pham I, Jullian N, Michel JB, Roques BP.
10.1021/jm00034a005
null
1070
8
J Med Chem
null
8,164,250
1
New dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme: rational design, bioavailability, and pharmacological responses in experimental hypertension.
37
1,994
null
87,470
CHEMBL647116
Inhibitory potency against angiotensin converting enzyme by displacement of [3H]trandolaprilate binding in mouse lung
B
BAO_0000357
single protein format
CC(c1ccc(F)cc1)C(CS)C(=O)NC(Cc1ccc(O)cc1)C(=O)O
null
CHEMBL1127630
J Med Chem
1,994
CHEMBL273724
null
8.16
0
http://www.openphacts.org/units/Nanomolar
9,167
=
1
1
=
IC50
nM
6.9
CHEMBL2994
Mus musculus
Angiotensin-converting enzyme
10090
null
IC50
nM
UO_0000065
6.9
20.85
0.41
5.17
9.42
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC(c1ccc(F)cc1)C(CS)C(=O)NC(Cc1ccc(O)cc1)C(=O)O
RDKit 2D 27 28 0 0 0 0 0 0 0 0999 V2000 -0.4583 -0.5750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9750 -0.8750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0667 -0.8667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5792 -0.5667 0.0000 C 0 0 0 0...
InChI=1S/C20H22FNO4S/c1-12(14-4-6-15(21)7-5-14)17(11-27)19(24)22-18(20(25)26)10-13-2-8-16(23)9-3-13/h2-9,12,17-18,23,27H,10-11H2,1H3,(H,22,24)(H,25,26)
XXIGJGUCZPOAQV-UHFFFAOYSA-N
2.99
2
C20H22FNO4S
391.46
4
4
27
391.46
-0.09
0
86.63
0.52
N
8
CHEMBL273724
CHEMBL273724
CHEMBL273724
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibitory potency against angiotensin converting enzyme by displacement of [3H]trandolaprilate binding in mouse lung
CHEMBL1127630
Homologous protein target assigned
H
null
1
CHEMBL2994
null
null
null
Mus musculus
Angiotensin-converting enzyme
false
SINGLE PROTEIN
10,090
P09470
Angiotensin-converting enzyme
PROTEIN
1,324
1
null
null
null
null
null
null
null
null
null
null
null
In the treatment of cardiovascular diseases, it could be of therapeutic interest to associate the hypotensive effects resulting from the inhibition of angiotensin II formation, ensured by endothelial angiotensin-converting enzyme (ACE), with the diuretic and natriuretic responses due to the protection of the endogenous...
Fournié-Zaluski MC, Coric P, Turcaud S, Rousselet N, Gonzalez W, Barbe B, Pham I, Jullian N, Michel JB, Roques BP.
10.1021/jm00034a005
null
1070
8
J Med Chem
null
8,164,250
1
New dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme: rational design, bioavailability, and pharmacological responses in experimental hypertension.
37
1,994
null
87,471
CHEMBL636834
Inhibition of guinea pig acetylcholinesterase
B
BAO_0000357
single protein format
CNC(NCCNCc1ccc(CN(C)C)o1)=C(C#N)C#N
null
CHEMBL1126972
J Med Chem
1,993
CHEMBL155392
null
6.2
0
http://www.openphacts.org/units/Nanomolar
301,752
=
1
1
=
IC50
nM
630
CHEMBL220
Homo sapiens
Acetylcholinesterase
9606
null
IC50
nM
UO_0000065
630.0
20.51
0.38
5.70
6.20
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CNC(NCCNCc1ccc(CN(C)C)o1)=C(C#N)C#N
RDKit 2D 22 22 0 0 0 0 0 0 0 0999 V2000 4.7542 -0.5500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7792 -1.1500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6875 -1.5417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2875 -0.2792 0.0000 C 0 0 0 0...
InChI=1S/C15H22N6O/c1-18-15(12(8-16)9-17)20-7-6-19-10-13-4-5-14(22-13)11-21(2)3/h4-5,18-20H,6-7,10-11H2,1-3H3
PLQWDBQURPIPGP-UHFFFAOYSA-N
0.5
1
C15H22N6O
302.38
7
3
22
302.38
-0.87
0
100.05
0.45
N
9
CHEMBL155392
CHEMBL155392
CHEMBL155392
null
null
null
null
Cavia porcellus
null
null
10,141
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of guinea pig acetylcholinesterase
CHEMBL1126972
Homologous protein target assigned
H
null
1
CHEMBL220
null
null
null
Homo sapiens
Acetylcholinesterase
false
SINGLE PROTEIN
9,606
P22303
Acetylcholinesterase
PROTEIN
357
1
null
null
null
null
null
null
null
null
null
null
null
Ranitidine (1), the histamine H2-receptor antagonist, has been previously reported to increase gastric emptying and gastric motility by inhibition of acetylcholinesterase (AChE) and enhancement of acetylcholine (ACh) release. In order to obtain potent gastroprokinetic agents, a new series of ranitidine derivatives (5-3...
Sasho S, Obase H, Ichikawa S, Kitazawa T, Nonaka H, Yoshizaki R, Ishii A, Shuto K.
10.1021/jm00057a007
null
572
5
J Med Chem
null
8,496,937
1
Synthesis of 2-imidazolidinylidenepropanedinitrile derivatives as stimulators of gastrointestinal motility.
36
1,993
null
87,472
CHEMBL822422
In vitro gastrointestinal motility enhancing activity was determined by potentiating action on electrically evoked contraction of the isolated guinea pig ileum
F
BAO_0000221
tissue-based format
CNC(NCCNCc1ccc(CN(C)C)o1)=C(C#N)C#N
null
CHEMBL1126972
J Med Chem
1,993
CHEMBL155392
null
null
0
http://www.openphacts.org/units/Micromolar
301,752
=
1
0
=
EC30
uM
2.1
CHEMBL220
Homo sapiens
Acetylcholinesterase
9606
null
EC30
uM
UO_0000064
2.1
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
CNC(NCCNCc1ccc(CN(C)C)o1)=C(C#N)C#N
RDKit 2D 22 22 0 0 0 0 0 0 0 0999 V2000 4.7542 -0.5500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7792 -1.1500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6875 -1.5417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2875 -0.2792 0.0000 C 0 0 0 0...
InChI=1S/C15H22N6O/c1-18-15(12(8-16)9-17)20-7-6-19-10-13-4-5-14(22-13)11-21(2)3/h4-5,18-20H,6-7,10-11H2,1-3H3
PLQWDBQURPIPGP-UHFFFAOYSA-N
0.5
1
C15H22N6O
302.38
7
3
22
302.38
-0.87
0
100.05
0.45
N
9
CHEMBL155392
CHEMBL155392
CHEMBL155392
null
null
null
null
Cavia porcellus
null
null
10,141
Ileum
F
Functional
BAO_0000221
tissue-based format
null
Homologous single protein target assigned
8
In vitro gastrointestinal motility enhancing activity was determined by potentiating action on electrically evoked contraction of the isolated guinea pig ileum
CHEMBL1126972
Homologous protein target assigned
H
null
1
CHEMBL220
CHEMBL3638244
null
null
Homo sapiens
Acetylcholinesterase
false
SINGLE PROTEIN
9,606
P22303
Acetylcholinesterase
PROTEIN
357
1
null
null
null
null
null
null
null
null
null
null
null
Ranitidine (1), the histamine H2-receptor antagonist, has been previously reported to increase gastric emptying and gastric motility by inhibition of acetylcholinesterase (AChE) and enhancement of acetylcholine (ACh) release. In order to obtain potent gastroprokinetic agents, a new series of ranitidine derivatives (5-3...
Sasho S, Obase H, Ichikawa S, Kitazawa T, Nonaka H, Yoshizaki R, Ishii A, Shuto K.
10.1021/jm00057a007
null
572
5
J Med Chem
null
8,496,937
1
Synthesis of 2-imidazolidinylidenepropanedinitrile derivatives as stimulators of gastrointestinal motility.
36
1,993
null
87,473
CHEMBL636834
Inhibition of guinea pig acetylcholinesterase
B
BAO_0000357
single protein format
CNC(NCCNCc1ccc(CN(C(C)C)C(C)C)o1)=C(C#N)C#N
null
CHEMBL1126972
J Med Chem
1,993
CHEMBL153311
null
5.68
0
http://www.openphacts.org/units/Nanomolar
301,751
=
1
1
=
IC50
nM
2,100
CHEMBL220
Homo sapiens
Acetylcholinesterase
9606
null
IC50
nM
UO_0000065
2100.0
15.84
0.30
3.62
5.67
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CNC(NCCNCc1ccc(CN(C(C)C)C(C)C)o1)=C(C#N)C#N
RDKit 2D 26 26 0 0 0 0 0 0 0 0999 V2000 4.9917 -0.5125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0042 -1.1167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0875 -1.2375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9167 -1.5042 0.0000 C 0 0 0 0...
InChI=1S/C19H30N6O/c1-14(2)25(15(3)4)13-18-7-6-17(26-18)12-23-8-9-24-19(22-5)16(10-20)11-21/h6-7,14-15,22-24H,8-9,12-13H2,1-5H3
FDEMXMQQXDTVQU-UHFFFAOYSA-N
2.06
1
C19H30N6O
358.49
7
3
26
358.49
-0.80
0
100.05
0.41
N
11
CHEMBL153311
CHEMBL153311
CHEMBL153311
null
null
null
null
Cavia porcellus
null
null
10,141
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Inhibition of guinea pig acetylcholinesterase
CHEMBL1126972
Homologous protein target assigned
H
null
1
CHEMBL220
null
null
null
Homo sapiens
Acetylcholinesterase
false
SINGLE PROTEIN
9,606
P22303
Acetylcholinesterase
PROTEIN
357
1
null
null
null
null
null
null
null
null
null
null
null
Ranitidine (1), the histamine H2-receptor antagonist, has been previously reported to increase gastric emptying and gastric motility by inhibition of acetylcholinesterase (AChE) and enhancement of acetylcholine (ACh) release. In order to obtain potent gastroprokinetic agents, a new series of ranitidine derivatives (5-3...
Sasho S, Obase H, Ichikawa S, Kitazawa T, Nonaka H, Yoshizaki R, Ishii A, Shuto K.
10.1021/jm00057a007
null
572
5
J Med Chem
null
8,496,937
1
Synthesis of 2-imidazolidinylidenepropanedinitrile derivatives as stimulators of gastrointestinal motility.
36
1,993
null
87,474
CHEMBL822422
In vitro gastrointestinal motility enhancing activity was determined by potentiating action on electrically evoked contraction of the isolated guinea pig ileum
F
BAO_0000221
tissue-based format
CNC(NCCNCc1ccc(CN(C(C)C)C(C)C)o1)=C(C#N)C#N
null
CHEMBL1126972
J Med Chem
1,993
CHEMBL153311
null
null
0
http://www.openphacts.org/units/Micromolar
301,751
=
1
0
=
EC30
uM
8.5
CHEMBL220
Homo sapiens
Acetylcholinesterase
9606
null
EC30
uM
UO_0000064
8.5
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
CNC(NCCNCc1ccc(CN(C(C)C)C(C)C)o1)=C(C#N)C#N
RDKit 2D 26 26 0 0 0 0 0 0 0 0999 V2000 4.9917 -0.5125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0042 -1.1167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0875 -1.2375 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9167 -1.5042 0.0000 C 0 0 0 0...
InChI=1S/C19H30N6O/c1-14(2)25(15(3)4)13-18-7-6-17(26-18)12-23-8-9-24-19(22-5)16(10-20)11-21/h6-7,14-15,22-24H,8-9,12-13H2,1-5H3
FDEMXMQQXDTVQU-UHFFFAOYSA-N
2.06
1
C19H30N6O
358.49
7
3
26
358.49
-0.80
0
100.05
0.41
N
11
CHEMBL153311
CHEMBL153311
CHEMBL153311
null
null
null
null
Cavia porcellus
null
null
10,141
Ileum
F
Functional
BAO_0000221
tissue-based format
null
Homologous single protein target assigned
8
In vitro gastrointestinal motility enhancing activity was determined by potentiating action on electrically evoked contraction of the isolated guinea pig ileum
CHEMBL1126972
Homologous protein target assigned
H
null
1
CHEMBL220
CHEMBL3638244
null
null
Homo sapiens
Acetylcholinesterase
false
SINGLE PROTEIN
9,606
P22303
Acetylcholinesterase
PROTEIN
357
1
null
null
null
null
null
null
null
null
null
null
null
Ranitidine (1), the histamine H2-receptor antagonist, has been previously reported to increase gastric emptying and gastric motility by inhibition of acetylcholinesterase (AChE) and enhancement of acetylcholine (ACh) release. In order to obtain potent gastroprokinetic agents, a new series of ranitidine derivatives (5-3...
Sasho S, Obase H, Ichikawa S, Kitazawa T, Nonaka H, Yoshizaki R, Ishii A, Shuto K.
10.1021/jm00057a007
null
572
5
J Med Chem
null
8,496,937
1
Synthesis of 2-imidazolidinylidenepropanedinitrile derivatives as stimulators of gastrointestinal motility.
36
1,993
null
87,475
CHEMBL848087
Inhibition of human renin
B
BAO_0000357
single protein format
CC(C)(C)S(=O)(=O)C[C@@H](Cc1ccccc1)C(=O)NC1CSCCC[C@H](CN2CCOCC2)OC(=O)[C@H](O)[C@H](CC2CCCCC2)NC1=O
null
CHEMBL1126739
J Med Chem
1,993
CHEMBL65918
null
9.46
0
http://www.openphacts.org/units/Nanomolar
110,329
=
1
1
=
IC50
nM
0.35
CHEMBL286
Homo sapiens
Renin
9606
null
IC50
nM
UO_0000065
0.35
13.06
0.26
6.33
6.25
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC(C)(C)S(=O)(=O)C[C@@H](Cc1ccccc1)C(=O)NC1CSCCC[C@H](CN2CCOCC2)OC(=O)[C@H](O)[C@H](CC2CCCCC2)NC1=O
RDKit 2D 49 52 0 0 1 0 0 0 0 0999 V2000 1.5875 -6.7542 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.0167 -7.9875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8667 -7.5667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8667 -6.7417 0.0000 C 0 0 0 0...
InChI=1S/C36H57N3O8S2/c1-36(2,3)49(44,45)25-28(21-26-11-6-4-7-12-26)33(41)38-31-24-48-20-10-15-29(23-39-16-18-46-19-17-39)47-35(43)32(40)30(37-34(31)42)22-27-13-8-5-9-14-27/h4,6-7,11-12,27-32,40H,5,8-10,13-25H2,1-3H3,(H,37,42)(H,38,41)/t28-,29-,30+,31?,32-/m1/s1
YTDCLZOYDJEJQM-KMXRORLRSA-N
3.13
1
C36H57N3O8S2
724.00
10
3
49
724
-0.05
1
151.34
0.31
N
10
CHEMBL65918
CHEMBL65918
CHEMBL65918
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 renin
CHEMBL1126739
Homologous protein target assigned
H
null
1
CHEMBL286
null
null
null
Homo sapiens
Renin
false
SINGLE PROTEIN
9,606
P00797
Renin
PROTEIN
315
1
null
null
null
null
null
null
null
null
null
null
null
Patchett AA.
10.1021/jm00067a001
null
2051
15
J Med Chem
null
8,340,909
1
Excursions in drug discovery.
36
1,993
null
91,178
CHEMBL791399
Compound was tested for the apomorphine antagonistic activity in rats relative respect to clozapine.
F
BAO_0000218
organism-based format
CN1CCN(C2=Nc3ccccc3C(=CC#N)c3ccccc32)CC1
null
CHEMBL1123227
J Med Chem
1,986
CHEMBL2115059
null
null
0
null
94,788
=
1
0
=
Relative activity
null
0.37
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Relative activity
null
null
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
CN1CCN(C2=Nc3ccccc3C(=CC#N)c3ccccc32)CC1
RDKit 2D 25 28 0 0 0 0 0 0 0 0999 V2000 5.4438 -2.1692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6303 -2.1191 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9474 -3.9462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9235 -2.8325 0.0000 C 0 0 0 0...
InChI=1S/C21H20N4/c1-24-12-14-25(15-13-24)21-19-8-3-2-6-16(19)17(10-11-22)18-7-4-5-9-20(18)23-21/h2-10H,12-15H2,1H3
HCSZVBRUNPSSNQ-UHFFFAOYSA-N
3.28
2
C21H20N4
328.42
4
0
25
328.42
-0.31
0
42.63
0.7
N
0
CHEMBL2115059
CHEMBL2115059
CHEMBL2115059
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 was tested for the apomorphine antagonistic activity in rats relative respect to clozapine.
CHEMBL1123227
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 synthesis and pharmacological activity of new (E),(Z)-[6-(alkylamino)-11H-dibenz[b,e]azepin-11- ylidene]acetonitriles 12-45 and (E),(Z)-[6-(aminoalkoxy)-11H-dibenz[b,e]azepin-11-ylidene] acetonitriles 46-51 are described. The introduction of the cyanomethylene group into the 11-position of the 11H-dibenz[b,e]azepin...
Steiner G, Franke A, Hädicke E, Lenke D, Teschendorf HJ, Hofmann HP, Kreiskott H, Worstmann W.
10.1021/jm00160a015
null
1877
10
J Med Chem
null
2,876,098
1
Tricyclic epines. Novel (E)- and (Z)-11H-dibenz[b,e]azepines as potential central nervous system agents. Variation of the basic side chain.
29
1,986
null
91,179
CHEMBL779478
Compound was tested or the anti-tryptamine activity in rats
F
BAO_0000218
organism-based format
CN1CCN(C2=Nc3ccccc3C(=CC#N)c3ccccc32)CC1
null
CHEMBL1123227
J Med Chem
1,986
CHEMBL2115059
null
null
0
null
94,788
=
1
1
=
ED50
mg.kg-1
30
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
ED50
mg kg-1
UO_0000308
30.0
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
CN1CCN(C2=Nc3ccccc3C(=CC#N)c3ccccc32)CC1
RDKit 2D 25 28 0 0 0 0 0 0 0 0999 V2000 5.4438 -2.1692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6303 -2.1191 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9474 -3.9462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9235 -2.8325 0.0000 C 0 0 0 0...
InChI=1S/C21H20N4/c1-24-12-14-25(15-13-24)21-19-8-3-2-6-16(19)17(10-11-22)18-7-4-5-9-20(18)23-21/h2-10H,12-15H2,1H3
HCSZVBRUNPSSNQ-UHFFFAOYSA-N
3.28
2
C21H20N4
328.42
4
0
25
328.42
-0.31
0
42.63
0.7
N
0
CHEMBL2115059
CHEMBL2115059
CHEMBL2115059
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 was tested or the anti-tryptamine activity in rats
CHEMBL1123227
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 synthesis and pharmacological activity of new (E),(Z)-[6-(alkylamino)-11H-dibenz[b,e]azepin-11- ylidene]acetonitriles 12-45 and (E),(Z)-[6-(aminoalkoxy)-11H-dibenz[b,e]azepin-11-ylidene] acetonitriles 46-51 are described. The introduction of the cyanomethylene group into the 11-position of the 11H-dibenz[b,e]azepin...
Steiner G, Franke A, Hädicke E, Lenke D, Teschendorf HJ, Hofmann HP, Kreiskott H, Worstmann W.
10.1021/jm00160a015
null
1877
10
J Med Chem
null
2,876,098
1
Tricyclic epines. Novel (E)- and (Z)-11H-dibenz[b,e]azepines as potential central nervous system agents. Variation of the basic side chain.
29
1,986
null
91,180
CHEMBL791401
Compound was tested or the anti-tryptamine activity in rats relative with respect to clozapine.
F
BAO_0000218
organism-based format
CN1CCN(C2=Nc3ccccc3C(=CC#N)c3ccccc32)CC1
null
CHEMBL1123227
J Med Chem
1,986
CHEMBL2115059
null
null
0
null
94,788
=
1
0
=
Relative activity
null
0.17
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Relative activity
null
null
0.17
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
CN1CCN(C2=Nc3ccccc3C(=CC#N)c3ccccc32)CC1
RDKit 2D 25 28 0 0 0 0 0 0 0 0999 V2000 5.4438 -2.1692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6303 -2.1191 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9474 -3.9462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9235 -2.8325 0.0000 C 0 0 0 0...
InChI=1S/C21H20N4/c1-24-12-14-25(15-13-24)21-19-8-3-2-6-16(19)17(10-11-22)18-7-4-5-9-20(18)23-21/h2-10H,12-15H2,1H3
HCSZVBRUNPSSNQ-UHFFFAOYSA-N
3.28
2
C21H20N4
328.42
4
0
25
328.42
-0.31
0
42.63
0.7
N
0
CHEMBL2115059
CHEMBL2115059
CHEMBL2115059
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 was tested or the anti-tryptamine activity in rats relative with respect to clozapine.
CHEMBL1123227
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 synthesis and pharmacological activity of new (E),(Z)-[6-(alkylamino)-11H-dibenz[b,e]azepin-11- ylidene]acetonitriles 12-45 and (E),(Z)-[6-(aminoalkoxy)-11H-dibenz[b,e]azepin-11-ylidene] acetonitriles 46-51 are described. The introduction of the cyanomethylene group into the 11-position of the 11H-dibenz[b,e]azepin...
Steiner G, Franke A, Hädicke E, Lenke D, Teschendorf HJ, Hofmann HP, Kreiskott H, Worstmann W.
10.1021/jm00160a015
null
1877
10
J Med Chem
null
2,876,098
1
Tricyclic epines. Novel (E)- and (Z)-11H-dibenz[b,e]azepines as potential central nervous system agents. Variation of the basic side chain.
29
1,986
null
91,181
CHEMBL648023
In vitro inhibition of partially purified calf lens aldose reductase
B
BAO_0000357
single protein format
O=c1cnn(Cc2ccccc2)c(=O)[nH]1
null
CHEMBL1124229
J Med Chem
1,988
CHEMBL81972
null
5
0
http://www.openphacts.org/units/Nanomolar
144,025
=
1
1
=
IC50
nM
10,000
CHEMBL3081
Bos taurus
Aldo-keto reductase family 1 member B1
9913
null
IC50
M
UO_0000065
0.00001
24.61
0.46
5.02
7.38
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
O=c1cnn(Cc2ccccc2)c(=O)[nH]1
RDKit 2D 15 16 0 0 0 0 0 0 0 0999 V2000 2.8875 -4.4125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8875 -3.5792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6042 -4.8167 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3167 -4.4042 0.0000 N 0 0 0 0...
InChI=1S/C10H9N3O2/c14-9-6-11-13(10(15)12-9)7-8-4-2-1-3-5-8/h1-6H,7H2,(H,12,14,15)
ODZYNEQCDJBCAX-UHFFFAOYSA-N
-0.02
2
C10H9N3O2
203.20
4
1
15
203.2
-1.42
0
67.75
0.75
N
2
CHEMBL81972
CHEMBL81972
CHEMBL81972
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
In vitro inhibition of partially purified calf lens aldose reductase
CHEMBL1124229
Homologous protein target assigned
H
null
1
CHEMBL3081
null
null
null
Bos taurus
Aldo-keto reductase family 1 member B1
false
SINGLE PROTEIN
9,913
P16116
Aldo-keto reductase family 1 member B1
PROTEIN
1,408
1
null
null
null
null
null
null
null
null
null
null
null
Sorbitol formation from glucose, catalyzed by the enzyme aldose reductase, is believed to play a role in the development of certain chronic complications of diabetes mellitus. Spiro hydantoins derived from five- and six-membered ketones fused to an aromatic ring or ring system inhibit aldose reductase isolated from cal...
Sarges R, Schnur RC, Belletire JL, Peterson MJ.
10.1021/jm00396a037
null
230
1
J Med Chem
null
3,121,857
1
Spiro hydantoin aldose reductase inhibitors.
31
1,988
null
91,182
CHEMBL885391
Ability to cause 50% reduction in sorbitol levels of sciatic nerve of streptozotocinized rats was determined; value ranges from 25-100
F
BAO_0000218
organism-based format
O=c1cnn(Cc2ccccc2)c(=O)[nH]1
null
CHEMBL1124229
J Med Chem
1,988
CHEMBL81972
null
null
0
null
144,025
=
1
1
=
ED50
mg.kg-1
25
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
ED50
mg kg-1
UO_0000308
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
O=c1cnn(Cc2ccccc2)c(=O)[nH]1
RDKit 2D 15 16 0 0 0 0 0 0 0 0999 V2000 2.8875 -4.4125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8875 -3.5792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6042 -4.8167 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3167 -4.4042 0.0000 N 0 0 0 0...
InChI=1S/C10H9N3O2/c14-9-6-11-13(10(15)12-9)7-8-4-2-1-3-5-8/h1-6H,7H2,(H,12,14,15)
ODZYNEQCDJBCAX-UHFFFAOYSA-N
-0.02
2
C10H9N3O2
203.20
4
1
15
203.2
-1.42
0
67.75
0.75
N
2
CHEMBL81972
CHEMBL81972
CHEMBL81972
null
null
null
null
Rattus norvegicus
null
null
10,116
Sciatic nerve
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Ability to cause 50% reduction in sorbitol levels of sciatic nerve of streptozotocinized rats was determined; value ranges from 25-100
CHEMBL1124229
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638210
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
Sorbitol formation from glucose, catalyzed by the enzyme aldose reductase, is believed to play a role in the development of certain chronic complications of diabetes mellitus. Spiro hydantoins derived from five- and six-membered ketones fused to an aromatic ring or ring system inhibit aldose reductase isolated from cal...
Sarges R, Schnur RC, Belletire JL, Peterson MJ.
10.1021/jm00396a037
null
230
1
J Med Chem
null
3,121,857
1
Spiro hydantoin aldose reductase inhibitors.
31
1,988
null
91,185
CHEMBL648023
In vitro inhibition of partially purified calf lens aldose reductase
B
BAO_0000357
single protein format
CC1CCc2ccccc2C12NC(=O)NC2=O
null
CHEMBL1124229
J Med Chem
1,988
CHEMBL78544
null
4
0
http://www.openphacts.org/units/Nanomolar
143,990
=
1
1
=
IC50
nM
100,000
CHEMBL3081
Bos taurus
Aldo-keto reductase family 1 member B1
9913
null
IC50
M
UO_0000065
0.0001
17.37
0.32
2.70
6.87
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CC1CCc2ccccc2C12NC(=O)NC2=O
RDKit 2D 17 19 0 0 0 0 0 0 0 0999 V2000 3.9250 -4.5042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3000 -4.8625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9250 -3.7792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6750 -3.7792 0.0000 C 0 0 0 0...
InChI=1S/C13H14N2O2/c1-8-6-7-9-4-2-3-5-10(9)13(8)11(16)14-12(17)15-13/h2-5,8H,6-7H2,1H3,(H2,14,15,16,17)
JWSJBOYHIMGMRF-UHFFFAOYSA-N
1.3
1
C13H14N2O2
230.27
2
2
17
230.27
0.14
0
58.2
0.66
Y
0
CHEMBL78544
CHEMBL78544
CHEMBL78544
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
In vitro inhibition of partially purified calf lens aldose reductase
CHEMBL1124229
Homologous protein target assigned
H
null
1
CHEMBL3081
null
null
null
Bos taurus
Aldo-keto reductase family 1 member B1
false
SINGLE PROTEIN
9,913
P16116
Aldo-keto reductase family 1 member B1
PROTEIN
1,408
1
null
null
null
null
null
null
null
null
null
null
null
Sorbitol formation from glucose, catalyzed by the enzyme aldose reductase, is believed to play a role in the development of certain chronic complications of diabetes mellitus. Spiro hydantoins derived from five- and six-membered ketones fused to an aromatic ring or ring system inhibit aldose reductase isolated from cal...
Sarges R, Schnur RC, Belletire JL, Peterson MJ.
10.1021/jm00396a037
null
230
1
J Med Chem
null
3,121,857
1
Spiro hydantoin aldose reductase inhibitors.
31
1,988
null
91,187
CHEMBL651150
Concentration required for 50% inhibition of binding against Angiotensin II receptor in the rat adrenal cortex tissue
B
BAO_0000221
tissue-based format
CCCCc1nc2ccc(C(O)CC)cc2c(=O)n1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1
null
CHEMBL1127774
Bioorg Med Chem Lett
1,994
CHEMBL15141
null
4.92
0
http://www.openphacts.org/units/Nanomolar
15,490
=
1
1
=
IC50
nM
12,000
CHEMBL2094112
Rattus norvegicus
Angiotensin II receptor
10116
null
IC50
uM
UO_0000065
12.0
9.95
0.18
-0.16
4.49
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCCCc1nc2ccc(C(O)CC)cc2c(=O)n1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1
RDKit 2D 37 41 0 0 0 0 0 0 0 0999 V2000 5.8292 -6.1792 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1125 -6.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3917 -6.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8292 -5.3500 0.0000 C 0 0 0 0...
InChI=1S/C29H30N6O2/c1-3-5-10-27-30-25-16-15-21(26(36)4-2)17-24(25)29(37)35(27)18-19-11-13-20(14-12-19)22-8-6-7-9-23(22)28-31-33-34-32-28/h6-9,11-17,26,36H,3-5,10,18H2,1-2H3,(H,31,32,33,34)
BHQMUEBJYGJHHU-UHFFFAOYSA-N
5.08
5
C29H30N6O2
494.60
7
2
37
494.6
-0.94
1
109.58
0.3
N
9
CHEMBL15141
CHEMBL15141
CHEMBL15141
null
null
null
null
null
null
null
null
Adrenal cortex
B
Binding
BAO_0000221
tissue-based format
null
Multiple homologous protein targets may be assigned
4
Concentration required for 50% inhibition of binding against Angiotensin II receptor in the rat adrenal cortex tissue
CHEMBL1127774
Homologous protein target assigned
H
null
1
CHEMBL2094112
CHEMBL3638203
null
null
Rattus norvegicus
Angiotensin II receptor
false
PROTEIN FAMILY
10,116
P29089
Type-1 angiotensin II receptor B
PROTEIN
1,661
3
null
null
null
null
null
null
null
null
null
null
null
Levin J, Venkatesan A, Chan P, Baker J, Francisco G, Bailey T, Vice G, Katocs A, Lai F, Coupet J
10.1016/S0960-894X(01)80243-2
null
1135
9
Bioorg Med Chem Lett
null
null
1
2,3,6-Substituted quinazolinones as angiotensin II receptor antagonists
4
1,994
null
91,190
CHEMBL814693
Inhibition of [3H]spermidine transport by the compound was evaluated in T-47D human breast cancer cells
F
BAO_0000219
cell-based format
NCCCCNCCCN
null
CHEMBL1132126
Bioorg Med Chem Lett
1,999
CHEMBL19612
SPERMIDINE
5.36
0
http://www.openphacts.org/units/Nanomolar
77,886
=
1
1
=
Ki
nM
4,400
CHEMBL614361
Homo sapiens
T47D
9606
null
Ki
uM
UO_0000065
4.4
null
null
null
null
null
0
2
null
null
0
3.0
Small molecule
1
false
false
0
SPERMIDINE
0
MOL
false
false
null
null
false
NCCCCNCCCN
RDKit 2D 10 9 0 0 0 0 0 0 0 0999 V2000 5.8116 -1.6500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6695 -1.6500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2393 -2.0625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0972 -2.0625 0.0000 C 0 0 0 0...
InChI=1S/C7H19N3/c8-4-1-2-6-10-7-3-5-9/h10H,1-9H2
ATHGHQPFGPMSJY-UHFFFAOYSA-N
-0.34
0
C7H19N3
145.25
3
3
10
145.25
0.22
0
64.07
0.43
N
7
CHEMBL19612
CHEMBL19612
CHEMBL19612
Spermidine [OTHER]
null
null
T47D
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3307606
Target assigned is non-molecular
1
Inhibition of [3H]spermidine transport by the compound was evaluated in T-47D human breast cancer cells
CHEMBL1132126
Non-molecular target assigned
N
null
1
CHEMBL614361
null
null
null
Homo sapiens
T47D
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
Hypertension
hypertension
3.0
1
A series of novel spermidine and sym-norspermidine dimers was synthesized by crosslinking the polyamine backbones via alkylation of their secondary amino groups to butyl, trans-2-butenyl, 2-butynyl or p-xylyl bridges. The resulting hexamines behaved as high-affinity antagonists of polyamine uptake, with a relative pote...
Covassin L, Desjardins M, Charest-Gaudreault R, Audette M, Bonneau MJ, Poulin R.
10.1016/s0960-894x(99)00262-0
null
1709
12
Bioorg Med Chem Lett
null
10,397,506
1
Synthesis of spermidine and norspermidine dimers as high affinity polyamine transport inhibitors.
9
1,999
null
91,192
CHEMBL709104
Inhibition of matrix metalloprotease-1
B
BAO_0000357
single protein format
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
null
CHEMBL1132530
Bioorg Med Chem Lett
1,999
CHEMBL47728
null
6.81
0
http://www.openphacts.org/units/Nanomolar
76,333
=
1
1
=
IC50
nM
156
CHEMBL332
Homo sapiens
Interstitial collagenase
9606
null
IC50
nM
UO_0000065
156.0
15.59
0.32
3.18
7.85
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
RDKit 2D 30 31 0 0 1 0 0 0 0 0999 V2000 3.6917 -4.1542 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4042 -4.5667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1167 -4.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8375 -4.5667 0.0000 C 0 0 0 0...
InChI=1S/C21H28N2O4S2/c1-16(2)15-23(20(13-14-28-3)21(24)22-25)29(26,27)19-11-9-18(10-12-19)17-7-5-4-6-8-17/h4-12,16,20,25H,13-15H2,1-3H3,(H,22,24)/t20-/m0/s1
XXNCZTSFXIANIO-FQEVSTJZSA-N
3.63
2
C21H28N2O4S2
436.60
5
2
29
436.6
-0.90
0
86.71
0.44
N
10
CHEMBL47728
CHEMBL47728
CHEMBL47728
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
Inhibition of matrix metalloprotease-1
CHEMBL1132530
Direct protein target assigned
D
null
1
CHEMBL332
null
null
null
Homo sapiens
Interstitial collagenase
false
SINGLE PROTEIN
9,606
P03956
Interstitial collagenase
PROTEIN
3,290
1
null
null
null
null
null
null
null
null
null
null
null
A series of acyclic hydroxamic acids harboring strategically placed alpha-arylsulfonamido and thioether groups was synthesized and found to be potent inhibitors of various MMPs. An unprecedented cleavage of t-butyl hydroxamates to hydroxamic acids was found.
Hanessian S, Bouzbouz S, Boudon A, Tucker GC, Peyroulan D.
10.1016/s0960-894x(99)00259-0
null
1691
12
Bioorg Med Chem Lett
null
10,397,503
1
Picking the S1, S1' and S2' pockets of matrix metalloproteinases. A niche for potent acyclic sulfonamide inhibitors.
9
1,999
null
91,193
CHEMBL710981
Inhibition of matrix metalloprotease-2
B
BAO_0000357
single protein format
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
null
CHEMBL1132530
Bioorg Med Chem Lett
1,999
CHEMBL47728
null
9.15
0
http://www.openphacts.org/units/Nanomolar
76,333
=
1
1
=
IC50
nM
0.7
CHEMBL333
Homo sapiens
72 kDa type IV collagenase
9606
null
IC50
nM
UO_0000065
0.7
20.97
0.43
5.52
10.56
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
RDKit 2D 30 31 0 0 1 0 0 0 0 0999 V2000 3.6917 -4.1542 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4042 -4.5667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1167 -4.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8375 -4.5667 0.0000 C 0 0 0 0...
InChI=1S/C21H28N2O4S2/c1-16(2)15-23(20(13-14-28-3)21(24)22-25)29(26,27)19-11-9-18(10-12-19)17-7-5-4-6-8-17/h4-12,16,20,25H,13-15H2,1-3H3,(H,22,24)/t20-/m0/s1
XXNCZTSFXIANIO-FQEVSTJZSA-N
3.63
2
C21H28N2O4S2
436.60
5
2
29
436.6
-0.90
0
86.71
0.44
N
10
CHEMBL47728
CHEMBL47728
CHEMBL47728
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
Inhibition of matrix metalloprotease-2
CHEMBL1132530
Direct protein target assigned
D
null
1
CHEMBL333
null
null
null
Homo sapiens
72 kDa type IV collagenase
false
SINGLE PROTEIN
9,606
P08253
72 kDa type IV collagenase
PROTEIN
2,356
1
null
null
null
null
null
null
null
null
null
null
null
A series of acyclic hydroxamic acids harboring strategically placed alpha-arylsulfonamido and thioether groups was synthesized and found to be potent inhibitors of various MMPs. An unprecedented cleavage of t-butyl hydroxamates to hydroxamic acids was found.
Hanessian S, Bouzbouz S, Boudon A, Tucker GC, Peyroulan D.
10.1016/s0960-894x(99)00259-0
null
1691
12
Bioorg Med Chem Lett
null
10,397,503
1
Picking the S1, S1' and S2' pockets of matrix metalloproteinases. A niche for potent acyclic sulfonamide inhibitors.
9
1,999
null
91,194
CHEMBL710572
Inhibition of matrix metalloprotease-3
B
BAO_0000357
single protein format
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
null
CHEMBL1132530
Bioorg Med Chem Lett
1,999
CHEMBL47728
null
7.43
0
http://www.openphacts.org/units/Nanomolar
76,333
=
1
1
=
IC50
nM
37
CHEMBL283
Homo sapiens
Stromelysin-1
9606
null
IC50
nM
UO_0000065
37.0
17.02
0.35
3.80
8.57
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
RDKit 2D 30 31 0 0 1 0 0 0 0 0999 V2000 3.6917 -4.1542 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4042 -4.5667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1167 -4.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8375 -4.5667 0.0000 C 0 0 0 0...
InChI=1S/C21H28N2O4S2/c1-16(2)15-23(20(13-14-28-3)21(24)22-25)29(26,27)19-11-9-18(10-12-19)17-7-5-4-6-8-17/h4-12,16,20,25H,13-15H2,1-3H3,(H,22,24)/t20-/m0/s1
XXNCZTSFXIANIO-FQEVSTJZSA-N
3.63
2
C21H28N2O4S2
436.60
5
2
29
436.6
-0.90
0
86.71
0.44
N
10
CHEMBL47728
CHEMBL47728
CHEMBL47728
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
Inhibition of matrix metalloprotease-3
CHEMBL1132530
Direct protein target assigned
D
null
1
CHEMBL283
null
null
null
Homo sapiens
Stromelysin-1
false
SINGLE PROTEIN
9,606
P08254
Stromelysin-1
PROTEIN
1,399
1
null
null
null
null
null
null
null
null
null
null
null
A series of acyclic hydroxamic acids harboring strategically placed alpha-arylsulfonamido and thioether groups was synthesized and found to be potent inhibitors of various MMPs. An unprecedented cleavage of t-butyl hydroxamates to hydroxamic acids was found.
Hanessian S, Bouzbouz S, Boudon A, Tucker GC, Peyroulan D.
10.1016/s0960-894x(99)00259-0
null
1691
12
Bioorg Med Chem Lett
null
10,397,503
1
Picking the S1, S1' and S2' pockets of matrix metalloproteinases. A niche for potent acyclic sulfonamide inhibitors.
9
1,999
null
91,195
CHEMBL712040
Inhibition of matrix metalloprotease-9
B
BAO_0000357
single protein format
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
null
CHEMBL1132530
Bioorg Med Chem Lett
1,999
CHEMBL47728
null
9.7
0
http://www.openphacts.org/units/Nanomolar
76,333
=
1
1
=
IC50
nM
0.2
CHEMBL321
Homo sapiens
Matrix metalloproteinase-9
9606
null
IC50
nM
UO_0000065
0.2
22.21
0.46
6.07
11.19
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
RDKit 2D 30 31 0 0 1 0 0 0 0 0999 V2000 3.6917 -4.1542 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4042 -4.5667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1167 -4.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8375 -4.5667 0.0000 C 0 0 0 0...
InChI=1S/C21H28N2O4S2/c1-16(2)15-23(20(13-14-28-3)21(24)22-25)29(26,27)19-11-9-18(10-12-19)17-7-5-4-6-8-17/h4-12,16,20,25H,13-15H2,1-3H3,(H,22,24)/t20-/m0/s1
XXNCZTSFXIANIO-FQEVSTJZSA-N
3.63
2
C21H28N2O4S2
436.60
5
2
29
436.6
-0.90
0
86.71
0.44
N
10
CHEMBL47728
CHEMBL47728
CHEMBL47728
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
Inhibition of matrix metalloprotease-9
CHEMBL1132530
Direct protein target assigned
D
null
1
CHEMBL321
null
null
null
Homo sapiens
Matrix metalloproteinase-9
false
SINGLE PROTEIN
9,606
P14780
Matrix metalloproteinase-9
PROTEIN
2,453
1
null
null
null
null
null
null
null
null
null
null
null
A series of acyclic hydroxamic acids harboring strategically placed alpha-arylsulfonamido and thioether groups was synthesized and found to be potent inhibitors of various MMPs. An unprecedented cleavage of t-butyl hydroxamates to hydroxamic acids was found.
Hanessian S, Bouzbouz S, Boudon A, Tucker GC, Peyroulan D.
10.1016/s0960-894x(99)00259-0
null
1691
12
Bioorg Med Chem Lett
null
10,397,503
1
Picking the S1, S1' and S2' pockets of matrix metalloproteinases. A niche for potent acyclic sulfonamide inhibitors.
9
1,999
null
91,196
CHEMBL710978
Inhibition of matrix metalloprotease-13
B
BAO_0000357
single protein format
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
null
CHEMBL1132530
Bioorg Med Chem Lett
1,999
CHEMBL47728
null
8.52
0
http://www.openphacts.org/units/Nanomolar
76,333
=
1
1
=
IC50
nM
3
CHEMBL280
Homo sapiens
Collagenase 3
9606
null
IC50
nM
UO_0000065
3.0
19.52
0.40
4.89
9.83
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CSCC[C@@H](C(=O)NO)N(CC(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
RDKit 2D 30 31 0 0 1 0 0 0 0 0999 V2000 3.6917 -4.1542 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4042 -4.5667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1167 -4.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8375 -4.5667 0.0000 C 0 0 0 0...
InChI=1S/C21H28N2O4S2/c1-16(2)15-23(20(13-14-28-3)21(24)22-25)29(26,27)19-11-9-18(10-12-19)17-7-5-4-6-8-17/h4-12,16,20,25H,13-15H2,1-3H3,(H,22,24)/t20-/m0/s1
XXNCZTSFXIANIO-FQEVSTJZSA-N
3.63
2
C21H28N2O4S2
436.60
5
2
29
436.6
-0.90
0
86.71
0.44
N
10
CHEMBL47728
CHEMBL47728
CHEMBL47728
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
Inhibition of matrix metalloprotease-13
CHEMBL1132530
Direct protein target assigned
D
null
1
CHEMBL280
null
null
null
Homo sapiens
Collagenase 3
false
SINGLE PROTEIN
9,606
P45452
Collagenase 3
PROTEIN
2,905
1
null
null
null
null
null
null
null
null
null
null
null
A series of acyclic hydroxamic acids harboring strategically placed alpha-arylsulfonamido and thioether groups was synthesized and found to be potent inhibitors of various MMPs. An unprecedented cleavage of t-butyl hydroxamates to hydroxamic acids was found.
Hanessian S, Bouzbouz S, Boudon A, Tucker GC, Peyroulan D.
10.1016/s0960-894x(99)00259-0
null
1691
12
Bioorg Med Chem Lett
null
10,397,503
1
Picking the S1, S1' and S2' pockets of matrix metalloproteinases. A niche for potent acyclic sulfonamide inhibitors.
9
1,999
null
91,197
CHEMBL819936
Inhibition of LPS stimulated Tumor Necrosis Factor-alpha (TNF-alpha) release by human PBMC
F
BAO_0000219
cell-based format
CCOc1cc(C(CC#N)N2C(=O)c3ccccc3C2=O)ccc1OC
null
CHEMBL1130594
Bioorg Med Chem Lett
1,998
CHEMBL313439
null
6.92
0
http://www.openphacts.org/units/Nanomolar
164,040
=
1
1
=
IC50
nM
120
CHEMBL613107
Homo sapiens
PBMC
9606
null
IC50
uM
UO_0000065
0.12
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
CCOc1cc(C(CC#N)N2C(=O)c3ccccc3C2=O)ccc1OC
RDKit 2D 26 28 0 0 0 0 0 0 0 0999 V2000 -4.6889 -17.4455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6889 -18.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9763 -18.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9763 -17.0310 0.0000 C 0 0 0 0...
InChI=1S/C20H18N2O4/c1-3-26-18-12-13(8-9-17(18)25-2)16(10-11-21)22-19(23)14-6-4-5-7-15(14)20(22)24/h4-9,12,16H,3,10H2,1-2H3
RYIOVUIVRIACQM-UHFFFAOYSA-N
3.34
2
C20H18N2O4
350.37
5
0
26
350.37
-0.86
0
79.63
0.75
N
6
CHEMBL313439
CHEMBL313439
CHEMBL313439
null
null
null
PBMC
Homo sapiens
null
null
9,606
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3308021
Target assigned is non-molecular
1
Inhibition of LPS stimulated Tumor Necrosis Factor-alpha (TNF-alpha) release by human PBMC
CHEMBL1130594
Non-molecular target assigned
N
null
1
CHEMBL613107
null
null
null
Homo sapiens
PBMC
false
CELL-LINE
9,606
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
N-Phthaloyl 3-amino-3-arylpropionic acid analogs of thalidomide that are potent inhibitors of tumor necrosis factor-alpha are reported. These compounds were found to be potent inhibitors of phosphodiesterase 4.
Muller GW, Shire MG, Wong LM, Corral LG, Patterson RT, Chen Y, Stirling DI.
10.1016/s0960-894x(98)00475-2
null
2669
19
Bioorg Med Chem Lett
null
9,873,600
1
Thalidomide analogs and PDE4 inhibition.
8
1,998
null
91,198
CHEMBL760598
Inhibition of PDE4 enzyme from U937 cells
B
BAO_0000219
cell-based format
CCOc1cc(C(CC#N)N2C(=O)c3ccccc3C2=O)ccc1OC
null
CHEMBL1130594
Bioorg Med Chem Lett
1,998
CHEMBL313439
null
6.89
0
http://www.openphacts.org/units/Nanomolar
164,040
=
1
1
=
IC50
nM
130
CHEMBL2093863
Homo sapiens
Phosphodiesterase 4
9606
null
IC50
uM
UO_0000065
0.13
19.65
0.36
3.55
8.65
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCOc1cc(C(CC#N)N2C(=O)c3ccccc3C2=O)ccc1OC
RDKit 2D 26 28 0 0 0 0 0 0 0 0999 V2000 -4.6889 -17.4455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6889 -18.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9763 -18.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9763 -17.0310 0.0000 C 0 0 0 0...
InChI=1S/C20H18N2O4/c1-3-26-18-12-13(8-9-17(18)25-2)16(10-11-21)22-19(23)14-6-4-5-7-15(14)20(22)24/h4-9,12,16H,3,10H2,1-2H3
RYIOVUIVRIACQM-UHFFFAOYSA-N
3.34
2
C20H18N2O4
350.37
5
0
26
350.37
-0.86
0
79.63
0.75
N
6
CHEMBL313439
CHEMBL313439
CHEMBL313439
null
null
null
U-937
Homo sapiens
null
null
9,606
null
B
Binding
BAO_0000219
cell-based format
CHEMBL3308006
Multiple direct protein targets may be assigned
5
Inhibition of PDE4 enzyme from U937 cells
CHEMBL1130594
Direct protein target assigned
D
null
1
CHEMBL2093863
null
null
null
Homo sapiens
Phosphodiesterase 4
false
PROTEIN FAMILY
9,606
P27815
3',5'-cyclic-AMP phosphodiesterase 4A
PROTEIN
306
4
null
null
null
null
null
null
null
null
null
null
null
N-Phthaloyl 3-amino-3-arylpropionic acid analogs of thalidomide that are potent inhibitors of tumor necrosis factor-alpha are reported. These compounds were found to be potent inhibitors of phosphodiesterase 4.
Muller GW, Shire MG, Wong LM, Corral LG, Patterson RT, Chen Y, Stirling DI.
10.1016/s0960-894x(98)00475-2
null
2669
19
Bioorg Med Chem Lett
null
9,873,600
1
Thalidomide analogs and PDE4 inhibition.
8
1,998
null
91,199
CHEMBL767080
Inhibition of PDE4 from guinea pig macrophages
B
BAO_0000224
protein format
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
null
CHEMBL1131515
Bioorg Med Chem Lett
1,998
CHEMBL329556
null
7.57
0
http://www.openphacts.org/units/Nanomolar
169,795
=
1
1
=
IC50
nM
27
CHEMBL2093863
Homo sapiens
Phosphodiesterase 4
9606
null
IC50
nM
UO_0000065
27.0
19.96
0.41
2.92
9.47
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
RDKit 2D 25 27 0 0 0 0 0 0 0 0999 V2000 0.5000 -2.4042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4625 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3375 -2.8917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9417 -2.0042 0.0000 C 0 0 0 0...
InChI=1S/C17H16Cl2N4O2/c1-8(2)16-21-13-9(4-5-12(25-3)15(13)22-16)17(24)23-14-10(18)6-20-7-11(14)19/h4-8H,1-3H3,(H,21,22)(H,20,23,24)
ZDUSDAZRVNATDN-UHFFFAOYSA-N
4.65
3
C17H16Cl2N4O2
379.25
4
2
25
379.25
-1.06
0
79.9
0.69
N
4
CHEMBL329556
CHEMBL329556
CHEMBL329556
null
null
null
null
Cavia porcellus
null
null
10,141
null
B
Binding
BAO_0000224
protein format
null
Multiple homologous protein targets may be assigned
4
Inhibition of PDE4 from guinea pig macrophages
CHEMBL1131515
Homologous protein target assigned
H
null
1
CHEMBL2093863
null
null
null
Homo sapiens
Phosphodiesterase 4
false
PROTEIN FAMILY
9,606
P27815
3',5'-cyclic-AMP phosphodiesterase 4A
PROTEIN
306
4
null
null
null
null
null
null
null
null
null
null
null
A new family of PDE4 inhibitors based on a benzimidazole framework is described. Several of these compounds are orally bioavailable and show efficacy in in vivo models of inflammatory disease.
Regan J, Bruno J, McGarry D, Poli G, Hanney B, Bower S, Travis J, Sweeney D, Miller B, Souness J, Djuric S.
10.1016/s0960-894x(98)00497-1
null
2737
19
Bioorg Med Chem Lett
null
9,873,613
1
2-Substituted-4-methoxybenzimidazole-based PDE4 inhibitors.
8
1,998
null
91,200
CHEMBL764564
Inhibition of Rolipram binding to PDE4
B
BAO_0000019
assay format
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
null
CHEMBL1131515
Bioorg Med Chem Lett
1,998
CHEMBL329556
null
7.62
0
http://www.openphacts.org/units/Nanomolar
169,795
=
1
1
=
Ki
nM
24
CHEMBL612545
null
Unchecked
null
null
Ki
nM
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
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
RDKit 2D 25 27 0 0 0 0 0 0 0 0999 V2000 0.5000 -2.4042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4625 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3375 -2.8917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9417 -2.0042 0.0000 C 0 0 0 0...
InChI=1S/C17H16Cl2N4O2/c1-8(2)16-21-13-9(4-5-12(25-3)15(13)22-16)17(24)23-14-10(18)6-20-7-11(14)19/h4-8H,1-3H3,(H,21,22)(H,20,23,24)
ZDUSDAZRVNATDN-UHFFFAOYSA-N
4.65
3
C17H16Cl2N4O2
379.25
4
2
25
379.25
-1.06
0
79.9
0.69
N
4
CHEMBL329556
CHEMBL329556
CHEMBL329556
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Default value - Target unknown or has yet to be assigned
0
Inhibition of Rolipram binding to PDE4
CHEMBL1131515
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
A new family of PDE4 inhibitors based on a benzimidazole framework is described. Several of these compounds are orally bioavailable and show efficacy in in vivo models of inflammatory disease.
Regan J, Bruno J, McGarry D, Poli G, Hanney B, Bower S, Travis J, Sweeney D, Miller B, Souness J, Djuric S.
10.1016/s0960-894x(98)00497-1
null
2737
19
Bioorg Med Chem Lett
null
9,873,613
1
2-Substituted-4-methoxybenzimidazole-based PDE4 inhibitors.
8
1,998
null
91,201
CHEMBL723872
Inhibition of lipopolysaccharide (LPS) stimulated TNF-alpha release in mice after peroral dose
F
BAO_0000218
organism-based format
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
null
CHEMBL1131515
Bioorg Med Chem Lett
1,998
CHEMBL329556
null
null
0
null
169,795
=
1
1
=
ED50
mg.kg-1
10
CHEMBL375
Mus musculus
Mus musculus
10090
null
ED50
mg kg-1
UO_0000308
10.0
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
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
RDKit 2D 25 27 0 0 0 0 0 0 0 0999 V2000 0.5000 -2.4042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4625 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3375 -2.8917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9417 -2.0042 0.0000 C 0 0 0 0...
InChI=1S/C17H16Cl2N4O2/c1-8(2)16-21-13-9(4-5-12(25-3)15(13)22-16)17(24)23-14-10(18)6-20-7-11(14)19/h4-8H,1-3H3,(H,21,22)(H,20,23,24)
ZDUSDAZRVNATDN-UHFFFAOYSA-N
4.65
3
C17H16Cl2N4O2
379.25
4
2
25
379.25
-1.06
0
79.9
0.69
N
4
CHEMBL329556
CHEMBL329556
CHEMBL329556
null
null
null
null
Mus musculus
null
null
10,090
null
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Inhibition of lipopolysaccharide (LPS) stimulated TNF-alpha release in mice after peroral dose
CHEMBL1131515
Non-molecular target assigned
N
null
1
CHEMBL375
null
null
null
Mus musculus
Mus musculus
false
ORGANISM
10,090
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A new family of PDE4 inhibitors based on a benzimidazole framework is described. Several of these compounds are orally bioavailable and show efficacy in in vivo models of inflammatory disease.
Regan J, Bruno J, McGarry D, Poli G, Hanney B, Bower S, Travis J, Sweeney D, Miller B, Souness J, Djuric S.
10.1016/s0960-894x(98)00497-1
null
2737
19
Bioorg Med Chem Lett
null
9,873,613
1
2-Substituted-4-methoxybenzimidazole-based PDE4 inhibitors.
8
1,998
null
91,202
CHEMBL624342
Bioavailability in mouse
A
BAO_0000218
organism-based format
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
null
CHEMBL1131515
Bioorg Med Chem Lett
1,998
CHEMBL329556
null
null
0
http://qudt.org/vocab/unit#Percent
169,795
=
1
1
=
F
%
16
CHEMBL375
Mus musculus
Mus musculus
10090
null
F
%
UO_0000187
16.0
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
COc1ccc(C(=O)Nc2c(Cl)cncc2Cl)c2[nH]c(C(C)C)nc12
RDKit 2D 25 27 0 0 0 0 0 0 0 0999 V2000 0.5000 -2.4042 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4625 -2.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3375 -2.8917 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9417 -2.0042 0.0000 C 0 0 0 0...
InChI=1S/C17H16Cl2N4O2/c1-8(2)16-21-13-9(4-5-12(25-3)15(13)22-16)17(24)23-14-10(18)6-20-7-11(14)19/h4-8H,1-3H3,(H,21,22)(H,20,23,24)
ZDUSDAZRVNATDN-UHFFFAOYSA-N
4.65
3
C17H16Cl2N4O2
379.25
4
2
25
379.25
-1.06
0
79.9
0.69
N
4
CHEMBL329556
CHEMBL329556
CHEMBL329556
null
null
null
null
Mus musculus
null
null
10,090
null
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Bioavailability in mouse
CHEMBL1131515
Non-molecular target assigned
N
null
1
CHEMBL375
null
null
null
Mus musculus
Mus musculus
false
ORGANISM
10,090
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
A new family of PDE4 inhibitors based on a benzimidazole framework is described. Several of these compounds are orally bioavailable and show efficacy in in vivo models of inflammatory disease.
Regan J, Bruno J, McGarry D, Poli G, Hanney B, Bower S, Travis J, Sweeney D, Miller B, Souness J, Djuric S.
10.1016/s0960-894x(98)00497-1
null
2737
19
Bioorg Med Chem Lett
null
9,873,613
1
2-Substituted-4-methoxybenzimidazole-based PDE4 inhibitors.
8
1,998
null
91,203
CHEMBL708521
In vitro inhibition of RPMI 8866 cell adhesion to human MAdCAM-1 IgG chimera.
B
BAO_0000219
cell-based format
CC(C)C[C@H](NC(=O)/C=C/c1ccccc1)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(N)=O)[C@@H](C)O
null
CHEMBL1131364
Bioorg Med Chem Lett
1,998
CHEMBL44146
null
5.31
0
http://www.openphacts.org/units/Nanomolar
67,253
=
1
1
=
IC50
nM
4,900
CHEMBL612545
null
Unchecked
null
null
IC50
uM
UO_0000065
4.9
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
CC(C)C[C@H](NC(=O)/C=C/c1ccccc1)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(N)=O)[C@@H](C)O
RDKit 2D 34 34 0 0 1 0 0 0 0 0999 V2000 7.2375 -3.0667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7667 -2.7625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7125 -2.7625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1292 -3.0667 0.0000 C 0 0 0 0...
InChI=1S/C23H32N4O7/c1-13(2)11-16(25-18(29)10-9-15-7-5-4-6-8-15)22(33)26-17(12-19(30)31)23(34)27-20(14(3)28)21(24)32/h4-10,13-14,16-17,20,28H,11-12H2,1-3H3,(H2,24,32)(H,25,29)(H,26,33)(H,27,34)(H,30,31)/b10-9+/t14-,16+,17+,20+/m1/s1
DQYZSFNEDLRNKY-SERHXAPESA-N
-0.46
1
C23H32N4O7
476.53
6
6
34
476.53
0.21
1
187.92
0.21
N
13
CHEMBL44146
CHEMBL44146
CHEMBL44146
null
null
null
RPMI 8866
Homo sapiens
null
null
9,606
null
B
Binding
BAO_0000219
cell-based format
null
Default value - Target unknown or has yet to be assigned
0
In vitro inhibition of RPMI 8866 cell adhesion to human MAdCAM-1 IgG chimera.
CHEMBL1131364
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
MAdCAM-1 specifically binds the lymphocyte integrin alpha 4 beta 7 and participates in the homing of leukocytes to intestinal mucosal sites. The LDT sequence located on the CD loop of MAdCAM-1 is an important binding site for MAdCAM-1/alpha 4 beta 7 interactions. N-Terminus acylation of the LDT motif and modification o...
Shroff HN, Schwender CF, Baxter AD, Brookfield F, Payne LJ, Cochran NA, Gallant DL, Briskin MJ.
10.1016/s0960-894x(98)00286-8
null
1601
13
Bioorg Med Chem Lett
null
9,873,398
1
Novel modified tripeptide inhibitors of alpha 4 beta 7 mediated lymphoid cell adhesion to MAdCAM-1.
8
1,998
null
88,728
CHEMBL799889
Negative logarithm of inhibitory concentration against bone resorption
F
BAO_0000019
assay format
Cn1ccnc1NC(P(=O)(O)O)P(=O)(O)O
null
CHEMBL1144872
J Med Chem
2,003
CHEMBL323300
null
7.73
0
http://www.openphacts.org/units/Nanomolar
185,783
=
1
1
=
IC50
nM
18.45
CHEMBL1782
Homo sapiens
Farnesyl pyrophosphate synthase
9606
null
Log IC50
null
UO_0000065
-7.734
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
Cn1ccnc1NC(P(=O)(O)O)P(=O)(O)O
RDKit 2D 16 16 0 0 0 0 0 0 0 0999 V2000 13.6500 -1.6625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8292 -1.5292 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.5292 -0.7542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1667 -1.0167 0.0000 P 0 0 0 0...
InChI=1S/C5H11N3O6P2/c1-8-3-2-6-4(8)7-5(15(9,10)11)16(12,13)14/h2-3,5H,1H3,(H,6,7)(H2,9,10,11)(H2,12,13,14)
BQICSGYHDPMTOX-UHFFFAOYSA-N
-0.53
1
C5H11N3O6P2
271.11
5
5
16
271.11
-0.47
0
144.91
0.46
N
4
CHEMBL323300
CHEMBL323300
CHEMBL323300
null
null
null
null
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Negative logarithm of inhibitory concentration against bone resorption
CHEMBL1144872
Homologous protein target assigned
H
null
1
CHEMBL1782
null
null
null
Homo sapiens
Farnesyl pyrophosphate synthase
false
SINGLE PROTEIN
9,606
P14324
Farnesyl pyrophosphate synthase
PROTEIN
73
1
null
null
null
null
null
null
null
null
null
null
null
We have used quantitative structure-activity relationship (QSAR) techniques, together with pharmacophore modeling, to investigate the relationships between the structures of a wide variety of geminal bisphosphonates and their activity in inhibiting osteoclastic bone resorption. For aryl-X (X = alkyl, oxyalkyl, and sulf...
Kotsikorou E, Oldfield E.
10.1021/jm030054u
null
2932
14
J Med Chem
null
12,825,934
1
A quantitative structure-activity relationship and pharmacophore modeling investigation of aryl-X and heterocyclic bisphosphonates as bone resorption agents.
46
2,003
null
88,730
CHEMBL620811
Binding affinity towards 5-hydroxytryptamine 6 receptor
B
BAO_0000357
single protein format
Cc1[nH]c2ccc(O)cc2c1CCN
null
CHEMBL1145819
J Med Chem
2,003
CHEMBL266591
null
7.34
1
http://www.openphacts.org/units/Nanomolar
175,826
=
1
1
=
Ki
nM
46
CHEMBL3371
Homo sapiens
5-hydroxytryptamine receptor 6
9606
null
Ki
nM
UO_0000065
46.0
38.57
0.72
5.66
11.83
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1[nH]c2ccc(O)cc2c1CCN
RDKit 2D 14 15 0 0 0 0 0 0 0 0999 V2000 2.3927 -0.3744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5353 1.1181 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8521 -1.9576 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2493 0.0381 0.0000 C 0 0 0 0...
InChI=1S/C11H14N2O/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7/h2-3,6,13-14H,4-5,12H2,1H3
WYWNEDARFVJQSG-UHFFFAOYSA-N
1.68
2
C11H14N2O
190.25
2
3
14
190.25
0.17
0
62.04
0.67
N
2
CHEMBL266591
CHEMBL266591
CHEMBL266591
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
Binding affinity towards 5-hydroxytryptamine 6 receptor
CHEMBL1145819
Direct protein target assigned
D
null
1
CHEMBL3371
null
null
null
Homo sapiens
5-hydroxytryptamine receptor 6
false
SINGLE PROTEIN
9,606
P50406
5-hydroxytryptamine receptor 6
PROTEIN
1,693
1
null
null
null
null
null
null
null
null
null
null
null
Glennon RA.
10.1021/jm030030n
null
2795
14
J Med Chem
null
12,825,922
1
Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).
46
2,003
null
88,732
CHEMBL618096
Binding affinity towards human 5-hydroxytryptamine 6 receptor was evaluated using [125I]-2-iodo LSD as radioligand
B
BAO_0000357
single protein format
Cc1[nH]c2ccc(O)cc2c1CCN
null
CHEMBL1145819
J Med Chem
2,003
CHEMBL266591
null
6.4
0
http://www.openphacts.org/units/Nanomolar
175,826
=
1
1
=
Ki
nM
400
CHEMBL3371
Homo sapiens
5-hydroxytryptamine receptor 6
9606
null
Ki
nM
UO_0000065
400.0
33.63
0.62
4.72
10.31
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1[nH]c2ccc(O)cc2c1CCN
RDKit 2D 14 15 0 0 0 0 0 0 0 0999 V2000 2.3927 -0.3744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5353 1.1181 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8521 -1.9576 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2493 0.0381 0.0000 C 0 0 0 0...
InChI=1S/C11H14N2O/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7/h2-3,6,13-14H,4-5,12H2,1H3
WYWNEDARFVJQSG-UHFFFAOYSA-N
1.68
2
C11H14N2O
190.25
2
3
14
190.25
0.17
0
62.04
0.67
N
2
CHEMBL266591
CHEMBL266591
CHEMBL266591
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
Binding affinity towards human 5-hydroxytryptamine 6 receptor was evaluated using [125I]-2-iodo LSD as radioligand
CHEMBL1145819
Direct protein target assigned
D
null
1
CHEMBL3371
null
null
null
Homo sapiens
5-hydroxytryptamine receptor 6
false
SINGLE PROTEIN
9,606
P50406
5-hydroxytryptamine receptor 6
PROTEIN
1,693
1
null
null
null
null
null
null
null
null
null
null
null
Glennon RA.
10.1021/jm030030n
null
2795
14
J Med Chem
null
12,825,922
1
Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).
46
2,003
null
88,733
CHEMBL619855
Binding affinity of compound towards rodent 5-hydroxytryptamine 7 receptor
B
BAO_0000357
single protein format
Cc1[nH]c2ccc(O)cc2c1CCN
null
CHEMBL1145819
J Med Chem
2,003
CHEMBL266591
null
5.9
0
http://www.openphacts.org/units/Nanomolar
175,826
=
1
1
=
Ki
nM
1,258
CHEMBL3155
Homo sapiens
5-hydroxytryptamine receptor 7
9606
null
Ki
nM
UO_0000065
1258.0
31.01
0.58
4.22
9.51
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1[nH]c2ccc(O)cc2c1CCN
RDKit 2D 14 15 0 0 0 0 0 0 0 0999 V2000 2.3927 -0.3744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5353 1.1181 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8521 -1.9576 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2493 0.0381 0.0000 C 0 0 0 0...
InChI=1S/C11H14N2O/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7/h2-3,6,13-14H,4-5,12H2,1H3
WYWNEDARFVJQSG-UHFFFAOYSA-N
1.68
2
C11H14N2O
190.25
2
3
14
190.25
0.17
0
62.04
0.67
N
2
CHEMBL266591
CHEMBL266591
CHEMBL266591
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 of compound towards rodent 5-hydroxytryptamine 7 receptor
CHEMBL1145819
Homologous protein target assigned
H
null
1
CHEMBL3155
null
null
null
Homo sapiens
5-hydroxytryptamine receptor 7
false
SINGLE PROTEIN
9,606
P34969
5-hydroxytryptamine receptor 7
PROTEIN
1,480
1
null
null
null
null
null
null
null
null
null
null
null
Glennon RA.
10.1021/jm030030n
null
2795
14
J Med Chem
null
12,825,922
1
Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).
46
2,003
null
88,734
CHEMBL620800
Binding affinity towards human 5-hydroxytryptamine 6 receptor
B
BAO_0000357
single protein format
CCOC(=O)c1[nH]c2ccccc2c1CCN(C)C
null
CHEMBL1145819
J Med Chem
2,003
CHEMBL317535
null
7.7
1
http://www.openphacts.org/units/Nanomolar
175,792
=
1
1
=
Ki
nM
20
CHEMBL3371
Homo sapiens
5-hydroxytryptamine receptor 6
9606
null
Ki
nM
UO_0000065
20.0
29.57
0.55
5.25
16.98
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCOC(=O)c1[nH]c2ccccc2c1CCN(C)C
RDKit 2D 19 20 0 0 0 0 0 0 0 0999 V2000 8.8750 -4.2500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4125 -3.5667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4125 -4.9000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6292 -3.8167 0.0000 C 0 0 0 0...
InChI=1S/C15H20N2O2/c1-4-19-15(18)14-12(9-10-17(2)3)11-7-5-6-8-13(11)16-14/h5-8,16H,4,9-10H2,1-3H3
DHMRDBMKJIHQOM-UHFFFAOYSA-N
2.45
2
C15H20N2O2
260.34
3
1
19
260.34
-0.53
0
45.33
0.84
N
5
CHEMBL317535
CHEMBL317535
CHEMBL317535
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 human 5-hydroxytryptamine 6 receptor
CHEMBL1145819
Homologous protein target assigned
H
null
1
CHEMBL3371
null
null
null
Homo sapiens
5-hydroxytryptamine receptor 6
false
SINGLE PROTEIN
9,606
P50406
5-hydroxytryptamine receptor 6
PROTEIN
1,693
1
null
null
null
null
null
null
null
null
null
null
null
Glennon RA.
10.1021/jm030030n
null
2795
14
J Med Chem
null
12,825,922
1
Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).
46
2,003
null
88,735
CHEMBL619854
Binding affinity towards human 5-hydroxytryptamine 7 receptor
B
BAO_0000357
single protein format
Cc1cccc(C#N)c1-c1cccc2c1-c1cccc3c1[C@@H](C2)N(C)CC3
null
CHEMBL1145819
J Med Chem
2,003
CHEMBL28056
null
8.42
0
http://www.openphacts.org/units/Nanomolar
175,767
=
1
1
=
Ki
nM
3.79
CHEMBL3155
Homo sapiens
5-hydroxytryptamine receptor 7
9606
null
Ki
nM
UO_0000065
3.79
24.03
0.43
3.13
31.16
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
Cc1cccc(C#N)c1-c1cccc2c1-c1cccc3c1[C@@H](C2)N(C)CC3
RDKit 2D 28 32 0 0 1 0 0 0 0 0999 V2000 7.9292 -2.5542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8917 -1.9417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4042 -1.6417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9292 -1.9542 0.0000 C 0 0 0 0...
InChI=1S/C25H22N2/c1-16-6-3-9-19(15-26)23(16)20-10-5-8-18-14-22-25-17(12-13-27(22)2)7-4-11-21(25)24(18)20/h3-11,22H,12-14H2,1-2H3/t22-/m1/s1
APEZAWGOFKUHCA-JOCHJYFZSA-N
5.29
3
C25H22N2
350.47
2
0
27
350.47
0.31
1
27.03
0.6
N
1
CHEMBL28056
CHEMBL28056
CHEMBL28056
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
Binding affinity towards human 5-hydroxytryptamine 7 receptor
CHEMBL1145819
Direct protein target assigned
D
null
1
CHEMBL3155
null
null
null
Homo sapiens
5-hydroxytryptamine receptor 7
false
SINGLE PROTEIN
9,606
P34969
5-hydroxytryptamine receptor 7
PROTEIN
1,480
1
null
null
null
null
null
null
null
null
null
null
null
Glennon RA.
10.1021/jm030030n
null
2795
14
J Med Chem
null
12,825,922
1
Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).
46
2,003
null
88,738
CHEMBL746904
Inhibition of high affinity uptake of [3H]NE by norepinephrine transporter in nerve endings obtained from rat brain.
B
BAO_0000019
assay format
CCOC(=O)CCN1CC[C@H](c2ccc(Cl)cc2)C(C(=O)OC)C1
null
CHEMBL1135509
J Med Chem
2,002
CHEMBL105921
null
5.68
0
http://www.openphacts.org/units/Nanomolar
202,087
=
1
1
=
Ki
nM
2,100
CHEMBL304
Rattus norvegicus
Norepinephrine transporter
10116
null
Ki
nM
UO_0000065
2100.0
16.05
0.32
2.81
10.17
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CCOC(=O)CCN1CC[C@H](c2ccc(Cl)cc2)C(C(=O)OC)C1
RDKit 2D 24 25 0 0 1 0 0 0 0 0999 V2000 3.0667 -2.2542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5042 -3.0292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3667 -1.4250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4042 -2.3750 0.0000 N 0 0 0 0...
InChI=1S/C18H24ClNO4/c1-3-24-17(21)9-11-20-10-8-15(16(12-20)18(22)23-2)13-4-6-14(19)7-5-13/h4-7,15-16H,3,8-12H2,1-2H3/t15-,16?/m1/s1
DBQZRVQSIMTCRY-AAFJCEBUSA-N
2.87
1
C18H24ClNO4
353.85
5
0
24
353.85
-0.58
0
55.84
0.74
N
6
CHEMBL105921
CHEMBL105921
CHEMBL105921
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Inhibition of high affinity uptake of [3H]NE by norepinephrine transporter in nerve endings obtained from rat brain.
CHEMBL1135509
Homologous protein target assigned
H
null
1
CHEMBL304
null
null
null
Rattus norvegicus
Norepinephrine transporter
false
SINGLE PROTEIN
10,116
Q9WTR4
Transporter
PROTEIN
2,355
1
null
null
null
null
null
null
null
null
null
null
null
A series of novel N- and 3alpha-modified piperidine-based analogues of cocaine were synthesized and tested for their ability to inhibit reuptake of DA, 5-HT, and NE by the DA, 5-HT, and NE transporters. N-Demethylation of trans-(+)-3alpha-piperidine-based ligands leads to improved activity at the SERT and NET and modes...
Petukhov PA, Zhang J, Kozikowski AP, Wang CZ, Ye YP, Johnson KM, Tella SR.
10.1021/jm0200153
null
3161
15
J Med Chem
null
12,109,901
1
SAR studies of piperidine-based analogues of cocaine. 4. Effect of N-modification and ester replacement.
45
2,002
null
88,743
CHEMBL751278
Inhibitory activity against human neuronal nitric oxide synthase (NOS-I)
B
BAO_0000357
single protein format
CNc1nc(N)c2c(n1)NC(c1ccccc1)C(c1ccccc1)N2
null
CHEMBL1135494
J Med Chem
2,002
CHEMBL99500
null
4.52
0
http://www.openphacts.org/units/Nanomolar
185,676
=
1
1
=
IC50
nM
30,000
CHEMBL3568
Homo sapiens
Nitric oxide synthase 1
9606
null
IC50
uM
UO_0000065
30.0
13.61
0.25
1.10
5.15
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
CNc1nc(N)c2c(n1)NC(c1ccccc1)C(c1ccccc1)N2
RDKit 2D 25 28 0 0 0 0 0 0 0 0999 V2000 2.7292 -6.7792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7292 -5.9542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4375 -5.5417 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4417 -7.1917 0.0000 N 0 0 0 0...
InChI=1S/C19H20N6/c1-21-19-24-17(20)16-18(25-19)23-15(13-10-6-3-7-11-13)14(22-16)12-8-4-2-5-9-12/h2-11,14-15,22H,1H3,(H4,20,21,23,24,25)
BDUPNBLYJFUWTD-UHFFFAOYSA-N
3.42
3
C19H20N6
332.41
6
4
25
332.41
-0.22
0
87.89
0.59
N
3
CHEMBL99500
CHEMBL99500
CHEMBL99500
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 neuronal nitric oxide synthase (NOS-I)
CHEMBL1135494
Homologous protein target assigned
H
null
1
CHEMBL3568
null
null
null
Homo sapiens
Nitric oxide synthase 1
false
SINGLE PROTEIN
9,606
P29475
Nitric oxide synthase 1
PROTEIN
1,888
1
null
null
null
null
null
null
null
null
null
null
null
The family of homodimeric nitric oxide synthases (NOS I-III) catalyzes the generation of the cellular messenger nitric oxide (NO) by oxidation of the substrate L-arginine. The rational design of specific NOS inhibitors is of therapeutic interest in regulating pathological NO levels associated with sepsis, inflammatory,...
Matter H, Kotsonis P, Klingler O, Strobel H, Fröhlich LG, Frey A, Pfleiderer W, Schmidt HH.
10.1021/jm020074g
null
2923
14
J Med Chem
null
12,086,480
1
Structural requirements for inhibition of the neuronal nitric oxide synthase (NOS-I): 3D-QSAR analysis of 4-oxo- and 4-amino-pteridine-based inhibitors.
45
2,002
null
88,744
CHEMBL658343
Inhibitory concentration against human recombinant Cathepsin S expressed in baculovirus
B
BAO_0000019
assay format
N#C[C@H](COCc1ccccc1)NC(=O)[C@H](CC1CCCCC1)NC(=O)c1ccncc1
null
CHEMBL1135569
J Med Chem
2,002
CHEMBL356155
null
8.22
0
http://www.openphacts.org/units/Nanomolar
296,589
=
1
1
=
IC50
nM
6
CHEMBL2954
Homo sapiens
Cathepsin S
9606
null
IC50
nM
UO_0000065
6.0
18.92
0.35
4.84
7.90
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
N#C[C@H](COCc1ccccc1)NC(=O)[C@H](CC1CCCCC1)NC(=O)c1ccncc1
RDKit 2D 32 34 0 0 1 0 0 0 0 0999 V2000 5.4000 -9.8750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2542 -9.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9667 -9.8667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6875 -9.4542 0.0000 C 0 0 0 0...
InChI=1S/C25H30N4O3/c26-16-22(18-32-17-20-9-5-2-6-10-20)28-25(31)23(15-19-7-3-1-4-8-19)29-24(30)21-11-13-27-14-12-21/h2,5-6,9-14,19,22-23H,1,3-4,7-8,15,17-18H2,(H,28,31)(H,29,30)/t22-,23+/m1/s1
NCYCUZLVAKSGIR-PKTZIBPZSA-N
3.38
2
C25H30N4O3
434.54
5
2
32
434.54
-0.64
0
104.11
0.6
N
10
CHEMBL356155
CHEMBL356155
CHEMBL356155
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Inhibitory concentration against human recombinant Cathepsin S expressed in baculovirus
CHEMBL1135569
Homologous protein target assigned
H
null
1
CHEMBL2954
null
null
null
Homo sapiens
Cathepsin S
false
SINGLE PROTEIN
9,606
P25774
Cathepsin S
PROTEIN
1,285
1
null
null
null
null
null
null
null
null
null
null
null
The specificity of the immune response relies on processing of foreign proteins and presentation of antigenic peptides at the cell surface. Inhibition of antigen presentation, and the subsequent activation of T-cells, should, in theory, modulate the immune response. The cysteine protease Cathepsin S performs a fundamen...
Ward YD, Thomson DS, Frye LL, Cywin CL, Morwick T, Emmanuel MJ, Zindell R, McNeil D, Bekkali Y, Girardot M, Hrapchak M, DeTuri M, Crane K, White D, Pav S, Wang Y, Hao MH, Grygon CA, Labadia ME, Freeman DM, Davidson W, Hopkins JL, Brown ML, Spero DM.
10.1021/jm020209i
null
5471
25
J Med Chem
null
12,459,015
1
Design and synthesis of dipeptide nitriles as reversible and potent Cathepsin S inhibitors.
45
2,002
null
88,745
CHEMBL658345
Equilibrium dissociation constant determined using fluorescence based competitive binding assay towards Cathepsin S
B
BAO_0000357
single protein format
N#C[C@H](COCc1ccccc1)NC(=O)[C@H](CC1CCCCC1)NC(=O)c1ccncc1
null
CHEMBL1135569
J Med Chem
2,002
CHEMBL356155
null
9.15
0
http://www.openphacts.org/units/Nanomolar
296,589
=
1
1
=
Kd
nM
0.7
CHEMBL2954
Homo sapiens
Cathepsin S
9606
null
Kd
nM
UO_0000065
0.7
21.07
0.39
5.77
8.79
-1
0
-1
null
null
-1
null
Small molecule
0
false
false
0
null
-1
MOL
false
false
null
null
false
N#C[C@H](COCc1ccccc1)NC(=O)[C@H](CC1CCCCC1)NC(=O)c1ccncc1
RDKit 2D 32 34 0 0 1 0 0 0 0 0999 V2000 5.4000 -9.8750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2542 -9.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9667 -9.8667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6875 -9.4542 0.0000 C 0 0 0 0...
InChI=1S/C25H30N4O3/c26-16-22(18-32-17-20-9-5-2-6-10-20)28-25(31)23(15-19-7-3-1-4-8-19)29-24(30)21-11-13-27-14-12-21/h2,5-6,9-14,19,22-23H,1,3-4,7-8,15,17-18H2,(H,28,31)(H,29,30)/t22-,23+/m1/s1
NCYCUZLVAKSGIR-PKTZIBPZSA-N
3.38
2
C25H30N4O3
434.54
5
2
32
434.54
-0.64
0
104.11
0.6
N
10
CHEMBL356155
CHEMBL356155
CHEMBL356155
null
null
null
null
null
null
null
null
null
B
Binding
BAO_0000357
single protein format
null
Homologous single protein target assigned
8
Equilibrium dissociation constant determined using fluorescence based competitive binding assay towards Cathepsin S
CHEMBL1135569
Homologous protein target assigned
H
null
1
CHEMBL2954
null
null
null
Homo sapiens
Cathepsin S
false
SINGLE PROTEIN
9,606
P25774
Cathepsin S
PROTEIN
1,285
1
null
null
null
null
null
null
null
null
null
null
null
The specificity of the immune response relies on processing of foreign proteins and presentation of antigenic peptides at the cell surface. Inhibition of antigen presentation, and the subsequent activation of T-cells, should, in theory, modulate the immune response. The cysteine protease Cathepsin S performs a fundamen...
Ward YD, Thomson DS, Frye LL, Cywin CL, Morwick T, Emmanuel MJ, Zindell R, McNeil D, Bekkali Y, Girardot M, Hrapchak M, DeTuri M, Crane K, White D, Pav S, Wang Y, Hao MH, Grygon CA, Labadia ME, Freeman DM, Davidson W, Hopkins JL, Brown ML, Spero DM.
10.1021/jm020209i
null
5471
25
J Med Chem
null
12,459,015
1
Design and synthesis of dipeptide nitriles as reversible and potent Cathepsin S inhibitors.
45
2,002
null
88,746
CHEMBL666692
Inhibition of recombinant corticotropin releasing factor receptor 1 assayed using nonselective [125I]-labeled agonist [Tyr0,Glu1,Nle17]-sauvagine
F
BAO_0000019
assay format
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
null
CHEMBL1135628
J Med Chem
2,002
CHEMBL440057
HUMAN CORTICOTROPIN RELEASING FACTOR
9
0
http://www.openphacts.org/units/Nanomolar
278,001
=
1
1
=
IC50
nM
0.99
CHEMBL1800
Homo sapiens
Corticotropin-releasing factor receptor 1
9606
null
IC50
nM
UO_0000065
0.99
null
null
null
null
-1
0
-1
null
PEPTIDE1{S.E.E.P.P.I.S.L.D.L.T.F.H.L.L.R.E.V.L.E.M.A.R.A.E.Q.L.A.Q.Q.A.H.S.N.R.K.L.M.E.I.I}$$$$
-1
null
Protein
0
false
false
0
HUMAN CORTICOTROPIN RELEASING FACTOR
-1
BOTH
false
false
null
null
false
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
RDKit 2D 333337 0 0 1 0 0 0 0 0999 V2000 32.9792 -49.8458 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 31.9792 -51.7625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 32.3708 -50.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 31.1750 -51.6667 0.0000 C 0 0 0 0...
InChI=1S/C208H343N59O64S2/c1-30-106(20)161(263-198(323)147-49-41-75-266(147)204(329)148-50-42-76-267(148)203(328)132(59-68-158(286)287)246-179(304)126(55-64-154(278)279)235-169(294)117(210)93-268)200(325)260-146(95-270)197(322)253-137(83-102(12)13)189(314)256-144(90-159(288)289)194(319)252-139(85-104(16)17)195(320)265-...
PNMZQWKBJIQQJL-FAUHKOHMSA-N
null
null
C208H343N59O64S2
4758.52
null
null
null
4,758.52
null
null
null
null
null
null
CHEMBL440057
CHEMBL440057
CHEMBL440057
null
null
null
null
null
null
null
null
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Inhibition of recombinant corticotropin releasing factor receptor 1 assayed using nonselective [125I]-labeled agonist [Tyr0,Glu1,Nle17]-sauvagine
CHEMBL1135628
Homologous protein target assigned
H
null
1
CHEMBL1800
null
null
null
Homo sapiens
Corticotropin-releasing factor receptor 1
false
SINGLE PROTEIN
9,606
P34998
Corticotropin-releasing factor receptor 1
PROTEIN
91
1
null
null
null
null
null
null
null
null
null
null
null
We present evidence that members of the corticotropin releasing factor (CRF) family assume distinct structures when interacting with the CRF(1) and CRF(2) receptors. Predictive methods, physicochemical measurements, and structure-activity relationship studies have suggested that CRF, its family members, and competitive...
Rivier J, Gulyas J, Kirby D, Low W, Perrin MH, Kunitake K, DiGruccio M, Vaughan J, Reubi JC, Waser B, Koerber SC, Martinez V, Wang L, Taché Y, Vale W.
10.1021/jm0202122
null
4737
21
J Med Chem
null
12,361,401
1
Potent and long-acting corticotropin releasing factor (CRF) receptor 2 selective peptide competitive antagonists.
45
2,002
null
88,747
CHEMBL664980
Inhibition of recombinant human corticotropin releasing factor receptor 2 beta (CRF2beta) assayed using nonselective [125I]-labeled agonist [Tyr0,Glu1,Nle17]-sauvagine as radioligand
F
BAO_0000019
assay format
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
null
CHEMBL1135628
J Med Chem
2,002
CHEMBL440057
HUMAN CORTICOTROPIN RELEASING FACTOR
8.21
0
http://www.openphacts.org/units/Nanomolar
278,001
=
1
1
=
IC50
nM
6.2
CHEMBL4069
Homo sapiens
Corticotropin-releasing factor receptor 2
9606
null
IC50
nM
UO_0000065
6.2
null
null
null
null
-1
0
-1
null
PEPTIDE1{S.E.E.P.P.I.S.L.D.L.T.F.H.L.L.R.E.V.L.E.M.A.R.A.E.Q.L.A.Q.Q.A.H.S.N.R.K.L.M.E.I.I}$$$$
-1
null
Protein
0
false
false
0
HUMAN CORTICOTROPIN RELEASING FACTOR
-1
BOTH
false
false
null
null
false
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
RDKit 2D 333337 0 0 1 0 0 0 0 0999 V2000 32.9792 -49.8458 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 31.9792 -51.7625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 32.3708 -50.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 31.1750 -51.6667 0.0000 C 0 0 0 0...
InChI=1S/C208H343N59O64S2/c1-30-106(20)161(263-198(323)147-49-41-75-266(147)204(329)148-50-42-76-267(148)203(328)132(59-68-158(286)287)246-179(304)126(55-64-154(278)279)235-169(294)117(210)93-268)200(325)260-146(95-270)197(322)253-137(83-102(12)13)189(314)256-144(90-159(288)289)194(319)252-139(85-104(16)17)195(320)265-...
PNMZQWKBJIQQJL-FAUHKOHMSA-N
null
null
C208H343N59O64S2
4758.52
null
null
null
4,758.52
null
null
null
null
null
null
CHEMBL440057
CHEMBL440057
CHEMBL440057
null
null
null
null
null
null
null
null
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Inhibition of recombinant human corticotropin releasing factor receptor 2 beta (CRF2beta) assayed using nonselective [125I]-labeled agonist [Tyr0,Glu1,Nle17]-sauvagine as radioligand
CHEMBL1135628
Homologous protein target assigned
H
null
1
CHEMBL4069
null
null
null
Homo sapiens
Corticotropin-releasing factor receptor 2
false
SINGLE PROTEIN
9,606
Q13324
Corticotropin-releasing factor receptor 2
PROTEIN
2,388
1
null
null
null
null
null
null
null
null
null
null
null
We present evidence that members of the corticotropin releasing factor (CRF) family assume distinct structures when interacting with the CRF(1) and CRF(2) receptors. Predictive methods, physicochemical measurements, and structure-activity relationship studies have suggested that CRF, its family members, and competitive...
Rivier J, Gulyas J, Kirby D, Low W, Perrin MH, Kunitake K, DiGruccio M, Vaughan J, Reubi JC, Waser B, Koerber SC, Martinez V, Wang L, Taché Y, Vale W.
10.1021/jm0202122
null
4737
21
J Med Chem
null
12,361,401
1
Potent and long-acting corticotropin releasing factor (CRF) receptor 2 selective peptide competitive antagonists.
45
2,002
null
88,748
CHEMBL665763
Compound was evaluated for affinity towards Corticotropin releasing factor receptor 2 expressing tissues such as Choroid plexus, blood vessels
B
BAO_0000221
tissue-based format
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
null
CHEMBL1135628
J Med Chem
2,002
CHEMBL440057
HUMAN CORTICOTROPIN RELEASING FACTOR
8.68
0
http://www.openphacts.org/units/Nanomolar
278,001
=
1
1
=
IC50
nM
2.07
CHEMBL3581
Rattus norvegicus
Corticotropin-releasing factor receptor 2
10116
null
IC50
nM
UO_0000065
2.07
1.82
null
null
null
-1
0
-1
null
PEPTIDE1{S.E.E.P.P.I.S.L.D.L.T.F.H.L.L.R.E.V.L.E.M.A.R.A.E.Q.L.A.Q.Q.A.H.S.N.R.K.L.M.E.I.I}$$$$
-1
null
Protein
0
false
false
0
HUMAN CORTICOTROPIN RELEASING FACTOR
-1
BOTH
false
false
null
null
false
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
RDKit 2D 333337 0 0 1 0 0 0 0 0999 V2000 32.9792 -49.8458 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 31.9792 -51.7625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 32.3708 -50.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 31.1750 -51.6667 0.0000 C 0 0 0 0...
InChI=1S/C208H343N59O64S2/c1-30-106(20)161(263-198(323)147-49-41-75-266(147)204(329)148-50-42-76-267(148)203(328)132(59-68-158(286)287)246-179(304)126(55-64-154(278)279)235-169(294)117(210)93-268)200(325)260-146(95-270)197(322)253-137(83-102(12)13)189(314)256-144(90-159(288)289)194(319)252-139(85-104(16)17)195(320)265-...
PNMZQWKBJIQQJL-FAUHKOHMSA-N
null
null
C208H343N59O64S2
4758.52
null
null
null
4,758.52
null
null
null
null
null
null
CHEMBL440057
CHEMBL440057
CHEMBL440057
null
null
null
null
null
null
null
null
Choroid plexus
B
Binding
BAO_0000221
tissue-based format
null
Homologous single protein target assigned
8
Compound was evaluated for affinity towards Corticotropin releasing factor receptor 2 expressing tissues such as Choroid plexus, blood vessels
CHEMBL1135628
Homologous protein target assigned
H
null
1
CHEMBL3581
CHEMBL3987679
null
null
Rattus norvegicus
Corticotropin-releasing factor receptor 2
false
SINGLE PROTEIN
10,116
P47866
Corticotropin-releasing factor receptor 2
PROTEIN
1,901
1
null
null
null
null
null
null
null
null
null
null
null
We present evidence that members of the corticotropin releasing factor (CRF) family assume distinct structures when interacting with the CRF(1) and CRF(2) receptors. Predictive methods, physicochemical measurements, and structure-activity relationship studies have suggested that CRF, its family members, and competitive...
Rivier J, Gulyas J, Kirby D, Low W, Perrin MH, Kunitake K, DiGruccio M, Vaughan J, Reubi JC, Waser B, Koerber SC, Martinez V, Wang L, Taché Y, Vale W.
10.1021/jm0202122
null
4737
21
J Med Chem
null
12,361,401
1
Potent and long-acting corticotropin releasing factor (CRF) receptor 2 selective peptide competitive antagonists.
45
2,002
null
88,749
CHEMBL663562
Compound was evaluated for affinity towards Corticotropin releasing factor receptor 1 expressing tissues such as Cortex, cerebellum
B
BAO_0000221
tissue-based format
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
null
CHEMBL1135628
J Med Chem
2,002
CHEMBL440057
HUMAN CORTICOTROPIN RELEASING FACTOR
7.92
0
http://www.openphacts.org/units/Nanomolar
278,001
=
1
1
=
IC50
nM
11.9
CHEMBL4649
Rattus norvegicus
Corticotropin-releasing factor receptor 1
10116
null
IC50
nM
UO_0000065
11.9
1.67
null
null
null
-1
0
-1
null
PEPTIDE1{S.E.E.P.P.I.S.L.D.L.T.F.H.L.L.R.E.V.L.E.M.A.R.A.E.Q.L.A.Q.Q.A.H.S.N.R.K.L.M.E.I.I}$$$$
-1
null
Protein
0
false
false
0
HUMAN CORTICOTROPIN RELEASING FACTOR
-1
BOTH
false
false
null
null
false
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(...
RDKit 2D 333337 0 0 1 0 0 0 0 0999 V2000 32.9792 -49.8458 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 31.9792 -51.7625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 32.3708 -50.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 31.1750 -51.6667 0.0000 C 0 0 0 0...
InChI=1S/C208H343N59O64S2/c1-30-106(20)161(263-198(323)147-49-41-75-266(147)204(329)148-50-42-76-267(148)203(328)132(59-68-158(286)287)246-179(304)126(55-64-154(278)279)235-169(294)117(210)93-268)200(325)260-146(95-270)197(322)253-137(83-102(12)13)189(314)256-144(90-159(288)289)194(319)252-139(85-104(16)17)195(320)265-...
PNMZQWKBJIQQJL-FAUHKOHMSA-N
null
null
C208H343N59O64S2
4758.52
null
null
null
4,758.52
null
null
null
null
null
null
CHEMBL440057
CHEMBL440057
CHEMBL440057
null
null
null
null
null
null
null
null
Cerebellum
B
Binding
BAO_0000221
tissue-based format
null
Homologous single protein target assigned
8
Compound was evaluated for affinity towards Corticotropin releasing factor receptor 1 expressing tissues such as Cortex, cerebellum
CHEMBL1135628
Homologous protein target assigned
H
null
1
CHEMBL4649
CHEMBL3638233
null
null
Rattus norvegicus
Corticotropin-releasing factor receptor 1
false
SINGLE PROTEIN
10,116
P35353
Corticotropin-releasing factor receptor 1
PROTEIN
2,967
1
null
null
null
null
null
null
null
null
null
null
null
We present evidence that members of the corticotropin releasing factor (CRF) family assume distinct structures when interacting with the CRF(1) and CRF(2) receptors. Predictive methods, physicochemical measurements, and structure-activity relationship studies have suggested that CRF, its family members, and competitive...
Rivier J, Gulyas J, Kirby D, Low W, Perrin MH, Kunitake K, DiGruccio M, Vaughan J, Reubi JC, Waser B, Koerber SC, Martinez V, Wang L, Taché Y, Vale W.
10.1021/jm0202122
null
4737
21
J Med Chem
null
12,361,401
1
Potent and long-acting corticotropin releasing factor (CRF) receptor 2 selective peptide competitive antagonists.
45
2,002
null
88,752
CHEMBL656965
Anticandida activity- (MIC90 compound) / (MIC90 bifonazole)
F
BAO_0000019
assay format
COc1ccc([C@H](Cc2ccc([N+](=O)[O-])cc2)n2ccnc2)cc1
null
CHEMBL1135477
J Med Chem
2,002
CHEMBL1907898
null
null
0
null
168,992
=
1
0
=
Ratio
null
32
CHEMBL1780
Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)
Lanosterol 14-alpha demethylase
237561
null
Ratio
null
null
32.0
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
COc1ccc([C@H](Cc2ccc([N+](=O)[O-])cc2)n2ccnc2)cc1
RDKit 2D 25 27 0 0 0 0 0 0 0 0999 V2000 11.2808 -10.2323 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7058 -9.8370 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7058 -9.0120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1183 -11.0917 0.0000 N 0 0 0 0...
InChI=1S/C18H17N3O3/c1-24-17-8-4-15(5-9-17)18(20-11-10-19-13-20)12-14-2-6-16(7-3-14)21(22)23/h2-11,13,18H,12H2,1H3/t18-/m0/s1
FMEDYFIQUNILSC-SFHVURJKSA-N
3.63
3
C18H17N3O3
323.35
5
0
24
323.35
-1.14
0
70.19
0.51
N
6
CHEMBL1907898
CHEMBL1907898
CHEMBL1907898
null
null
null
null
Candida albicans
null
null
5,476
null
F
Functional
BAO_0000019
assay format
null
Homologous single protein target assigned
8
Anticandida activity- (MIC90 compound) / (MIC90 bifonazole)
CHEMBL1135477
Homologous protein target assigned
H
null
1
CHEMBL1780
null
null
null
Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)
Lanosterol 14-alpha demethylase
false
SINGLE PROTEIN
237,561
P10613
Lanosterol 14-alpha demethylase
PROTEIN
71
1
null
null
null
null
null
null
null
null
null
null
null
The synthesis, anti-Candida activity, and quantitative structure-activity relationship (QSAR) studies of a series of 2,4-dichlorobenzylimidazole derivatives having a phenylpyrrole moiety (related to the antibiotic pyrrolnitrin) in the alpha-position are reported. A number of substituents on the phenyl ring, ranging fro...
Tafi A, Costi R, Botta M, Di Santo R, Corelli F, Massa S, Ciacci A, Manetti F, Artico M.
10.1021/jm011087h
null
2720
13
J Med Chem
null
12,061,875
1
Antifungal agents. 10. New derivatives of 1-[(aryl)[4-aryl-1H-pyrrol-3-yl]methyl]-1H-imidazole, synthesis, anti-candida activity, and quantitative structure-analysis relationship studies.
45
2,002
null
88,753
CHEMBL752076
Cytotoxicity activity of compound was evaluated against 60 NCI tumor cell lines at 10e-4 M to 10e-8 M concentration; No cytotoxic activity is exhibited
F
BAO_0000219
cell-based format
CC(=O)NC1C(OCc2ccccc2)OC(CO)C(O)C1OCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)NCCCCCC(=O)Nc1ccc2c(c1)CN1C(=O)c3ccccc3C1=N2)C(N)=O
null
CHEMBL1144915
J Med Chem
2,003
CHEMBL435905
null
null
0
null
348,381
=
1
0
=
Cytotoxicity
null
null
CHEMBL614877
null
NCI
null
null
Cytotoxicity
null
null
null
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(=O)NC1C(OCc2ccccc2)OC(CO)C(O)C1OCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)NCCCCCC(=O)Nc1ccc2c(c1)CN1C(=O)c3ccccc3C1=N2)C(N)=O
RDKit 2D 66 71 0 0 1 0 0 0 0 0999 V2000 -5.8583 -4.8875 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5375 -5.6542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7208 -5.7625 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.6792 -4.7667 0.0000 C 0 0 0 0...
InChI=1S/C46H56N8O12/c1-26(49-38(59)25-64-41-39(50-27(2)56)46(66-35(23-55)40(41)60)65-24-28-11-5-3-6-12-28)44(62)53-34(42(47)61)18-19-36(57)48-20-10-4-7-15-37(58)51-30-16-17-33-29(21-30)22-54-43(52-33)31-13-8-9-14-32(31)45(54)63/h3,5-6,8-9,11-14,16-17,21,26,34-35,39-41,46,55,60H,4,7,10,15,18-20,22-25H2,1-2H3,(H2,47,61)...
GWQWQCJJTXJODG-FOVZPGENSA-N
0.79
3
C46H56N8O12
913.00
13
8
66
913
-0.02
3
289.41
0.06
N
22
CHEMBL435905
CHEMBL435905
CHEMBL435905
null
null
null
NCI
null
null
null
null
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3308688
Target assigned is non-molecular
1
Cytotoxicity activity of compound was evaluated against 60 NCI tumor cell lines at 10e-4 M to 10e-8 M concentration; No cytotoxic activity is exhibited
CHEMBL1144915
Non-molecular target assigned
N
null
1
CHEMBL614877
null
null
null
null
NCI
false
CELL-LINE
null
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
The synthesis of MDP (muramyl dipeptide) or nor-MDP (normuramyl dipeptide) conjugates modified at the peptide part with batracylin (BAT) or batracylin derivatives is described. Batracylin was synthesized by our modified method (Scheme 3). The synthesis of BAT via this modified route now appears to be feasible on a mult...
Dzierzbicka K, Trzonkowski P, Sewerynek P, Myśliwski A.
10.1021/jm021067v
null
978
6
J Med Chem
null
12,620,074
1
Synthesis and cytotoxic activity of conjugates of muramyl and normuramyl dipeptides with batracylin derivatives.
46
2,003
null
88,754
CHEMBL796592
Relaxation of phenylephrine precontracted rat isolated aorta rings.
F
BAO_0000218
organism-based format
CCC(C)(C)/N=C(\NC#N)Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1
null
CHEMBL1148327
J Med Chem
2,004
CHEMBL295342
null
6.05
0
http://www.openphacts.org/units/Nanomolar
205,223
=
1
1
=
IC50
nM
900
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
IC50
uM
UO_0000065
0.9
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
CCC(C)(C)/N=C(\NC#N)Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1
RDKit 2D 25 25 0 0 0 0 0 0 0 0999 V2000 4.5875 1.7875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0125 2.2083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4250 -0.2792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5875 0.9583 0.0000 N 0 0 0 0...
InChI=1S/C15H16F6N4/c1-4-13(2,3)25-12(23-8-22)24-11-6-9(14(16,17)18)5-10(7-11)15(19,20)21/h5-7H,4H2,1-3H3,(H2,23,24,25)
VKFMBDPKWXRDKB-UHFFFAOYSA-N
4.75
1
C15H16F6N4
366.31
2
2
25
366.31
-1.01
0
60.21
0.27
N
3
CHEMBL295342
CHEMBL295342
CHEMBL295342
null
null
null
null
Rattus norvegicus
null
null
10,116
Aorta
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Relaxation of phenylephrine precontracted rat isolated aorta rings.
CHEMBL1148327
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638186
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
Phenylcyanoguanidines substituted with lipophilic electron-withdrawing functional groups, e.g. N-cyano-N'-[3,5-bis-(trifluoromethyl)phenyl]-N' '-(cyclopentyl)guanidine (10) and N-cyano-N'-(3,5-dichlorophenyl)-N' '-(3-methylbutyl)guanidine (12) were synthesized and investigated for their ability to inhibit insulin relea...
Tagmose TM, Schou SC, Mogensen JP, Nielsen FE, Arkhammar PO, Wahl P, Hansen BS, Worsaae A, Boonen HC, Antoine MH, Lebrun P, Hansen JB.
10.1021/jm031018y
null
3202
12
J Med Chem
null
15,163,199
1
Arylcyanoguanidines as activators of Kir6.2/SUR1K ATP channels and inhibitors of insulin release.
47
2,004
null
88,756
CHEMBL874274
In vitro efficacy to inhibit glucose stimulated insulin release in beta-TC6 cells from rat islets; No data
F
BAO_0000219
cell-based format
CCC(C)(C)/N=C(\NC#N)Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1
null
CHEMBL1148327
J Med Chem
2,004
CHEMBL295342
null
null
0
null
205,223
=
1
0
=
Efficacy
null
null
CHEMBL614357
Mus musculus
Beta-TC6
10090
null
Efficacy
%
null
null
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(C)(C)/N=C(\NC#N)Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1
RDKit 2D 25 25 0 0 0 0 0 0 0 0999 V2000 4.5875 1.7875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0125 2.2083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4250 -0.2792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5875 0.9583 0.0000 N 0 0 0 0...
InChI=1S/C15H16F6N4/c1-4-13(2,3)25-12(23-8-22)24-11-6-9(14(16,17)18)5-10(7-11)15(19,20)21/h5-7H,4H2,1-3H3,(H2,23,24,25)
VKFMBDPKWXRDKB-UHFFFAOYSA-N
4.75
1
C15H16F6N4
366.31
2
2
25
366.31
-1.01
0
60.21
0.27
N
3
CHEMBL295342
CHEMBL295342
CHEMBL295342
null
null
null
Beta-TC6
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3308358
Target assigned is non-molecular
1
In vitro efficacy to inhibit glucose stimulated insulin release in beta-TC6 cells from rat islets; No data
CHEMBL1148327
Non-molecular target assigned
N
null
1
CHEMBL614357
null
null
null
Mus musculus
Beta-TC6
false
CELL-LINE
10,090
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
Phenylcyanoguanidines substituted with lipophilic electron-withdrawing functional groups, e.g. N-cyano-N'-[3,5-bis-(trifluoromethyl)phenyl]-N' '-(cyclopentyl)guanidine (10) and N-cyano-N'-(3,5-dichlorophenyl)-N' '-(3-methylbutyl)guanidine (12) were synthesized and investigated for their ability to inhibit insulin relea...
Tagmose TM, Schou SC, Mogensen JP, Nielsen FE, Arkhammar PO, Wahl P, Hansen BS, Worsaae A, Boonen HC, Antoine MH, Lebrun P, Hansen JB.
10.1021/jm031018y
null
3202
12
J Med Chem
null
15,163,199
1
Arylcyanoguanidines as activators of Kir6.2/SUR1K ATP channels and inhibitors of insulin release.
47
2,004
null
88,758
CHEMBL796592
Relaxation of phenylephrine precontracted rat isolated aorta rings.
F
BAO_0000218
organism-based format
N#CN/C(=N\C1CCCC1)Nc1cc(Cl)cc(Cl)c1
null
CHEMBL1148327
J Med Chem
2,004
CHEMBL324456
null
4.12
0
http://www.openphacts.org/units/Nanomolar
205,212
=
1
1
=
IC50
nM
75,000
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
IC50
uM
UO_0000065
75.0
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
N#CN/C(=N\C1CCCC1)Nc1cc(Cl)cc(Cl)c1
RDKit 2D 19 20 0 0 0 0 0 0 0 0999 V2000 4.7042 1.6875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7042 0.8583 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4250 0.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1375 0.0250 0.0000 N 0 0 0 0...
InChI=1S/C13H14Cl2N4/c14-9-5-10(15)7-12(6-9)19-13(17-8-16)18-11-3-1-2-4-11/h5-7,11H,1-4H2,(H2,17,18,19)
ADPHUEUOZLWSDR-UHFFFAOYSA-N
3.77
1
C13H14Cl2N4
297.19
2
2
19
297.19
-1.12
0
60.21
0.38
N
2
CHEMBL324456
CHEMBL324456
CHEMBL324456
null
null
null
null
Rattus norvegicus
null
null
10,116
Aorta
F
Functional
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Relaxation of phenylephrine precontracted rat isolated aorta rings.
CHEMBL1148327
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638186
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
Phenylcyanoguanidines substituted with lipophilic electron-withdrawing functional groups, e.g. N-cyano-N'-[3,5-bis-(trifluoromethyl)phenyl]-N' '-(cyclopentyl)guanidine (10) and N-cyano-N'-(3,5-dichlorophenyl)-N' '-(3-methylbutyl)guanidine (12) were synthesized and investigated for their ability to inhibit insulin relea...
Tagmose TM, Schou SC, Mogensen JP, Nielsen FE, Arkhammar PO, Wahl P, Hansen BS, Worsaae A, Boonen HC, Antoine MH, Lebrun P, Hansen JB.
10.1021/jm031018y
null
3202
12
J Med Chem
null
15,163,199
1
Arylcyanoguanidines as activators of Kir6.2/SUR1K ATP channels and inhibitors of insulin release.
47
2,004
null
88,759
CHEMBL650716
In vitro ability to inhibit glucose stimulated insulin release in beta-TC6 cells from rat islets
F
BAO_0000219
cell-based format
N#CN/C(=N\C1CCCC1)Nc1cc(Cl)cc(Cl)c1
null
CHEMBL1148327
J Med Chem
2,004
CHEMBL324456
null
4.54
0
http://www.openphacts.org/units/Nanomolar
205,212
=
1
1
=
IC50
nM
28,700
CHEMBL614357
Mus musculus
Beta-TC6
10090
null
IC50
uM
UO_0000065
28.7
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
N#CN/C(=N\C1CCCC1)Nc1cc(Cl)cc(Cl)c1
RDKit 2D 19 20 0 0 0 0 0 0 0 0999 V2000 4.7042 1.6875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7042 0.8583 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4250 0.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1375 0.0250 0.0000 N 0 0 0 0...
InChI=1S/C13H14Cl2N4/c14-9-5-10(15)7-12(6-9)19-13(17-8-16)18-11-3-1-2-4-11/h5-7,11H,1-4H2,(H2,17,18,19)
ADPHUEUOZLWSDR-UHFFFAOYSA-N
3.77
1
C13H14Cl2N4
297.19
2
2
19
297.19
-1.12
0
60.21
0.38
N
2
CHEMBL324456
CHEMBL324456
CHEMBL324456
null
null
null
Beta-TC6
Rattus norvegicus
null
null
10,116
null
F
Functional
BAO_0000219
cell-based format
CHEMBL3308358
Target assigned is non-molecular
1
In vitro ability to inhibit glucose stimulated insulin release in beta-TC6 cells from rat islets
CHEMBL1148327
Non-molecular target assigned
N
null
1
CHEMBL614357
null
null
null
Mus musculus
Beta-TC6
false
CELL-LINE
10,090
null
null
null
null
0
null
null
null
null
null
null
null
null
null
null
null
Phenylcyanoguanidines substituted with lipophilic electron-withdrawing functional groups, e.g. N-cyano-N'-[3,5-bis-(trifluoromethyl)phenyl]-N' '-(cyclopentyl)guanidine (10) and N-cyano-N'-(3,5-dichlorophenyl)-N' '-(3-methylbutyl)guanidine (12) were synthesized and investigated for their ability to inhibit insulin relea...
Tagmose TM, Schou SC, Mogensen JP, Nielsen FE, Arkhammar PO, Wahl P, Hansen BS, Worsaae A, Boonen HC, Antoine MH, Lebrun P, Hansen JB.
10.1021/jm031018y
null
3202
12
J Med Chem
null
15,163,199
1
Arylcyanoguanidines as activators of Kir6.2/SUR1K ATP channels and inhibitors of insulin release.
47
2,004
null
92,378
CHEMBL632589
Tested in vivo for the biodistribution in rat kidney after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.376
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.376
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Kidney
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat kidney after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638241
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,379
CHEMBL630497
Tested in vivo for the biodistribution in rat muscle at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.307
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.307
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Muscle tissue
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat muscle at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638254
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,380
CHEMBL630498
Tested in vivo for the biodistribution in rat muscle at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.22
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.22
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Muscle tissue
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat muscle at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638254
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,381
CHEMBL634667
Tested in vivo for the biodistribution in rat muscle after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.133
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.133
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Muscle tissue
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat muscle after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638254
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,382
CHEMBL629943
Tested in vivo for the biodistribution in rat fat at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.337
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.337
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Adipose tissue
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat fat at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638200
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,383
CHEMBL630627
Tested in vivo for the biodistribution in rat fat at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.206
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.206
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Adipose tissue
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat fat at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638200
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,384
CHEMBL629939
Tested in vivo for the biodistribution in rat fat after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.122
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.122
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Adipose tissue
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat fat after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638200
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,385
CHEMBL629932
Tested in vivo for the biodistribution in rat bone at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.608
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.608
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Bone element
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat bone at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638214
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,386
CHEMBL629933
Tested in vivo for the biodistribution in rat bone at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.635
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.635
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Bone element
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat bone at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638214
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,387
CHEMBL631355
Tested in vivo for the biodistribution in rat bone after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.557
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.557
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Bone element
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat bone after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638214
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,388
CHEMBL631032
Tested in vivo for the biodistribution in rat uterus at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
7.466
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
7.466
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Uterus
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat uterus at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638197
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,389
CHEMBL631033
Tested in vivo for the biodistribution in rat uterus at 1 hour after intravenous dose of 100 microCi of the drug and 15 micro g of estradiol
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.533
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.533
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Uterus
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat uterus at 1 hour after intravenous dose of 100 microCi of the drug and 15 micro g of estradiol
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638197
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,390
CHEMBL631028
Tested in vivo for the biodistribution in rat uterus after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
4.31
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
4.31
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
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Uterus
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat uterus after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638197
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,391
CHEMBL630176
Tested in vivo for the biodistribution in rat ovaries at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
2.159
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
2.159
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Female gonad
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat ovaries at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638196
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,392
CHEMBL630177
Tested in vivo for the biodistribution in rat ovaries at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.863
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.863
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Female gonad
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat ovaries at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638196
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,393
CHEMBL630504
Tested in vivo for the biodistribution in rat ovaries after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
1.274
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
1.274
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Female gonad
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat ovaries after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638196
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,394
CHEMBL631042
Tested in vivo for the biodistribution in rat uterus/blood at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
16.87
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
16.87
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Blood/Uterus
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat uterus/blood at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3832985
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,395
CHEMBL631043
Tested in vivo for the biodistribution in rat uterus/blood at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
0.92
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
0.92
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Blood/Uterus
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat uterus/blood at 1 hour after intravenous dose of 100 microCi of the drug and 15 ug of estradiol
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3832985
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,396
CHEMBL631039
Tested in vivo for the biodistribution in rat uterus/blood after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
12.21
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
12.21
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Blood/Uterus
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat uterus/blood after 3 hours following an intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3832985
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993
null
92,397
CHEMBL623204
Tested in vivo for the biodistribution in rat uterus/muscle at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
A
BAO_0000218
organism-based format
C#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
null
CHEMBL1126705
J Med Chem
1,993
CHEMBL1627374
null
null
0
http://qudt.org/vocab/unit#Percent
69,271
=
1
0
=
Injected
%
24.42
CHEMBL376
Rattus norvegicus
Rattus norvegicus
10116
null
Injected
%
UO_0000187
24.42
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#C[C@]1(O)[C@@H](F)C[C@H]2[C@@H]3CCc4cc(O)ccc4[C@H]3CC[C@@]21C
RDKit 2D 26 29 0 0 1 0 0 0 0 0999 V2000 9.8018 -5.0572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8028 -5.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5900 -4.8059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0898 -6.3098 0.0000 C 0 0 0 0...
InChI=1S/C20H23FO2/c1-3-20(23)18(21)11-17-16-6-4-12-10-13(22)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-18,22-23H,4,6,8-9,11H2,2H3/t15-,16-,17+,18+,19+,20+/m1/s1
IFDRGXJMFGLUCN-MILMJNAHSA-N
3.56
1
C20H23FO2
314.40
2
2
23
314.4
1.60
0
40.46
0.72
N
0
CHEMBL1627374
CHEMBL1627374
CHEMBL1627374
null
null
null
null
Rattus norvegicus
null
null
10,116
Muscle tissue
A
ADME
BAO_0000218
organism-based format
null
Target assigned is non-molecular
1
Tested in vivo for the biodistribution in rat uterus/muscle at 1 hour after intravenous dose of 100 microCi of drug in 10%ethanol saline
CHEMBL1126705
Non-molecular target assigned
N
null
1
CHEMBL376
CHEMBL3638254
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
In order to understand the structural features that might lead to an estrogen receptor (ER) based breast tumor imaging agent with improved uptake characteristics, we have synthesized several new analogs of 16 beta-fluoroestradiol (beta FES) and studied their tissue distribution in immature rats. The compounds we prepar...
VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ.
10.1021/jm00063a012
null
1619
11
J Med Chem
null
7,684,451
1
16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.
36
1,993