Unnamed: 0
int64
1
20.1k
Entry ID
stringlengths
4
8
Experimental Method
stringclasses
4 values
Deposition Date
stringdate
1990-04-02 00:00:00
2025-12-09 00:00:00
Release Date
stringdate
1991-07-15 00:00:00
2026-03-04 00:00:00
Ligand
stringclasses
339 values
Value
float64
0.01
183M
Type
stringclasses
5 values
Unit
stringclasses
2 values
PDB ID
stringlengths
4
8
Total Number of Non-polymer Instances
float64
1
168
Refinement Resolution (Å)
stringclasses
466 values
Structure Determination Methodology
stringclasses
1 value
DOI
stringlengths
12
34
Expression Host
stringclasses
33 values
Source Organism
stringclasses
52 values
Macromolecule Name
stringlengths
3
318
Entity ID
float64
1
16
Ligand ID
stringlengths
2
8
Ligand Name
stringlengths
5
339
Ligand SMILES
stringlengths
4
121
Protein
stringclasses
3 values
Molecular Weight
float64
150
978
767
6VUB
X-RAY DIFFRACTION
2020-02-14
2020-02-26
null
null
null
null
6VUB
1
1.5
experimental
10.1016/j.ejmech.2020.112120
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
RLG
(4R)-1-methyl-4-phenylpyrrolidin-2-one
CN1CC(CC1=O)c2ccccc2
BRD4
175.231
768
6VUC
X-RAY DIFFRACTION
2020-02-14
2020-02-26
null
null
null
null
6VUC
1
1.55
experimental
10.1016/j.ejmech.2020.112120
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
RLS
(4R)-1-methyl-4-{4-[(piperidin-1-yl)sulfonyl]phenyl}pyrrolidin-2-one
CN1CC(CC1=O)c2ccc(cc2)S(=O)(=O)N3CCCCC3
BRD4
322.43
769
6VUF
X-RAY DIFFRACTION
2020-02-15
2020-02-26
null
null
null
null
6VUF
2
1.59
experimental
10.1016/j.ejmech.2020.112120
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
RLV
4-[(3R)-1-methyl-5-oxopyrrolidin-3-yl]-N-propylbenzene-1-sulfonamide
CCCNS(=O)(=O)c1ccc(cc1)C2CC(=O)N(C2)C
BRD4
296.392
770
6VUJ
X-RAY DIFFRACTION
2020-02-15
2020-02-26
null
null
null
null
6VUJ
2
1.48
experimental
10.1016/j.ejmech.2020.112120
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
RLY
N,N-diethyl-3',4'-dimethoxy-6-[(3S)-1-methyl-5-oxopyrrolidin-3-yl][1,1'-biphenyl]-3-sulfonamide
CCN(CC)S(=O)(=O)c1ccc(c(c1)c2ccc(c(c2)OC)OC)C3CC(=O)N(C3)C
BRD4
446.569
772
6WVX
X-RAY DIFFRACTION
2020-05-07
2021-09-01
null
null
null
null
6WVX
2
1.55
experimental
10.1021/acschembio.1c00376
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
UDV
6'-(4-chlorophenyl)-1'-methyl-8'-(1-methyl-1H-pyrazol-4-yl)spiro[cyclopropane-1,4'-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine]
Cc1nnc2n1-c3ccc(cc3C(=NC24CC4)c5ccc(cc5)Cl)c6cnn(c6)C
BRD4
414.9
773
6X7B
X-RAY DIFFRACTION
2020-05-29
2020-08-05
null
null
null
null
6X7B
2
1.951
experimental
10.1038/s41598-020-68964-6
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
ZVP
7-[7-oxo-5-(piperazin-1-yl)-7H-thieno[3,2-b]pyran-3-yl]-N-[(pyridin-3-yl)methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide
c1cc(cnc1)CNC(=O)c2cc(cc3c2OCCO3)c4csc5c4OC(=CC5=O)N6CCNCC6
BRD4
504.568
774
6X7C
X-RAY DIFFRACTION
2020-05-29
2020-08-05
null
null
null
null
6X7C
1
2.7
experimental
10.1038/s41598-020-68964-6
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
KV9
7-[5-(morpholin-4-yl)-7-oxo-7H-thieno[3,2-b]pyran-3-yl]-N-[(pyridin-3-yl)methyl]-2,3-dihydro-1,4-benzodioxine-5-carboxamide
c1cc(cnc1)CNC(=O)c2cc(cc3c2OCCO3)c4csc5c4OC(=CC5=O)N6CCOCC6
BRD4
505.552
775
6X7D
X-RAY DIFFRACTION
2020-05-29
2020-08-05
null
null
null
null
6X7D
2
2.5
experimental
10.1038/s41598-020-68964-6
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
UT4
3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-(piperazin-1-yl)-7H-thieno[3,2-b]pyran-7-one
c1cc2c(cc1c3csc4c3OC(=CC4=O)N5CCNCC5)OCCO2
BRD4
370.43
777
6YQZ
X-RAY DIFFRACTION
2020-04-18
2021-03-24
P8W
12,589
IC50
nM
6YQZ
2
1.39
experimental
10.1021/acs.jmedchem.0c00075
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
P8W
2,4-dimethyl-5-[(2-phenylphenyl)methylamino]pyridazin-3-one
CC1=C(C=NN(C1=O)C)NCc2ccccc2c3ccccc3
BRD4
305.381
778
6Z7G
X-RAY DIFFRACTION
2020-05-30
2020-07-29
null
null
null
null
6Z7G
1
1.59
experimental
10.1021/acs.jmedchem.0c00605
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
QB5
N-(2-(1H-imidazol-4-yl)ethyl)-4-acetamido-3-(benzyloxy)benzamide
CC(=O)Nc1ccc(cc1OCc2ccccc2)C(=O)NCCc3c[nH]cn3
BRD4
378.432
779
6Z7L
X-RAY DIFFRACTION
2020-05-31
2020-07-29
QAN
32
IC50
nM
6Z7L
1
1.624
experimental
10.1021/acs.jmedchem.0c00614
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
QAN
(3~{R},4~{R})-~{N}-cyclohexyl-4-[[5-(furan-2-yl)-3-methyl-2-oxidanylidene-1~{H}-1,7-naphthyridin-8-yl]amino]-1-methyl-piperidine-3-carboxamide
CC1=Cc2c(cnc(c2NC1=O)NC3CCN(CC3C(=O)NC4CCCCC4)C)c5ccco5
BRD4
463.582
785
6Z7M
X-RAY DIFFRACTION
2020-05-31
2020-07-29
QAZ
50,119
IC50
nM
6Z7M
1
1.26
experimental
10.1021/acs.jmedchem.0c00614
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
QAZ
(3R,4R)-N-cyclohexyl-4-((3-methyl-2-oxo-1,2-dihydro-1,7-naphthyridin-8-yl)amino)piperidine-3-carboxamide
CC1=Cc2ccnc(c2NC1=O)NC3CCNCC3C(=O)NC4CCCCC4
BRD4
383.496
787
6ZB3
X-RAY DIFFRACTION
2020-06-06
2020-08-05
QCZ
79
IC50
nM
6ZB3
4
1.419
experimental
10.1021/acs.jmedchem.0c00796
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
QCZ
~{N}5-cyclopropyl-~{N}3-methyl-2-oxidanylidene-1-(phenylmethyl)pyridine-3,5-dicarboxamide
CNC(=O)C1=CC(=CN(C1=O)Cc2ccccc2)C(=O)NC3CC3
BRD4
325.368
790
7A9U
X-RAY DIFFRACTION
2020-09-02
2020-10-21
null
null
null
null
7A9U
4
1.444
experimental
10.1002/anie.202008361
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
R5W
3-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)-N-(3-methyl-[1,2,4]triazolo[4,3-a]pyridin-8-yl)propanamide
Cc1nnc2n1cccc2NC(=O)CCC3(NN3)CCC#C
BRD4
298.35
792
7DHS
X-RAY DIFFRACTION
2020-11-17
2021-09-15
null
null
null
null
7DHS
2
1.76
experimental
10.1038/s41401-021-00614-7
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
H8C
6-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(1R)-1-phenylethyl]benzo[cd]indol-2-one
Cc1c(c(on1)C)c2ccc3c4c2cccc4C(=O)N3C(C)c5ccccc5
BRD4
368.436
793
7EIL
X-RAY DIFFRACTION
2021-03-31
2022-04-06
null
null
null
null
7EIL
1
1.7
experimental
10.1016/j.ejmech.2021.113953
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
909
N-[4-[4-ethanoyl-5-methyl-2-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-pyrrol-3-yl]phenyl]ethanamide
Cc1c(c(c([nH]1)c2[nH]c3cc(ccc3n2)N4CCN(CC4)C)c5ccc(cc5)NC(=O)C)C(=O)C
BRD4
470.577
794
7JKW
X-RAY DIFFRACTION
2020-07-29
2021-08-25
null
null
null
null
7JKW
1
1.2
experimental
10.1021/acs.jmedchem.0c00456
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
VCV
N-(6-{5-[(azetidin-3-yl)amino]-1-methyl-6-oxo-1,6-dihydropyridin-3-yl}-1-[1,1-di(pyridin-2-yl)ethyl]-1H-indol-4-yl)ethanesulfonamide
CCS(=O)(=O)Nc1cc(cc2c1ccn2C(C)(c3ccccn3)c4ccccn4)C5=CN(C(=O)C(=C5)NC6CNC6)C
BRD4
583.718
795
7JKY
X-RAY DIFFRACTION
2020-07-29
2021-08-25
null
null
null
null
7JKY
2
1.16
experimental
10.1021/acs.jmedchem.0c00456
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YF6
N-(1-[1,1-di(pyridin-2-yl)ethyl]-6-{1-methyl-6-oxo-5-[(piperidin-4-yl)amino]-1,6-dihydropyridin-3-yl}-1H-indol-4-yl)ethanesulfonamide
CCS(=O)(=O)Nc1cc(cc2c1ccn2C(C)(c3ccccn3)c4ccccn4)C5=CN(C(=O)C(=C5)NC6CCNCC6)C
BRD4
611.772
797
7MCE
X-RAY DIFFRACTION
2021-04-02
2021-09-29
null
null
null
null
7MCE
1
1.76
experimental
10.1016/j.bmcl.2021.128376
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YWY
2-{(7P)-7-(1,4-dimethyl-1H-1,2,3-triazol-5-yl)-8-fluoro-5-[(S)-(oxan-4-yl)(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl}propan-2-ol
Cc1c(n(nn1)C)c2cc3c(cc2F)c4c(n3C(c5ccccc5)C6CCOCC6)cc(cn4)C(C)(C)O
BRD4
513.617
803
7MRA
X-RAY DIFFRACTION
2021-05-07
2022-08-03
ZMJ
82
Kd
nM
7MRA
2
1.16
experimental
10.1021/acs.jmedchem.2c00453
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
ZMJ
N-[3-(2-methyl-1-oxo-1,2-dihydroisoquinolin-4-yl)phenyl]ethanesulfonamide
CCS(=O)(=O)Nc1cccc(c1)C2=CN(C(=O)c3c2cccc3)C
BRD4
342.42
806
7MRB
X-RAY DIFFRACTION
2021-05-07
2022-08-03
N49
2.3
Kd
nM
7MRB
1
1.2
experimental
10.1021/acs.jmedchem.2c00453
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
N49
N-[4-(4-chlorophenoxy)-3-(2-methyl-1-oxo-1,2-dihydroisoquinolin-4-yl)phenyl]ethanesulfonamide
CCS(=O)(=O)Nc1ccc(c(c1)C2=CN(C(=O)c3c2cccc3)C)Oc4ccc(cc4)Cl
BRD4
468.962
809
7O18
X-RAY DIFFRACTION
2021-03-28
2021-10-13
UYK
126
IC50
nM
7O18
3
1.7
experimental
10.1021/acs.jmedchem.1c00855
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
UYK
(R)-4-(8-methoxy-1-(1-methoxypropan-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-1H-imidazo[4,5-c]quinolin-7-yl)-3,5-dimethylisoxazole
Cc1c(c(on1)C)c2cc3c(cc2OC)c4c(cn3)nc(n4C(C)COC)C5CCOCC5
BRD4
450.539
814
7OEO
X-RAY DIFFRACTION
2021-05-03
2021-07-21
null
null
null
null
7OEO
1
1.51
experimental
10.1021/acs.jmedchem.1c00412
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
V9Z
N-(2,2-diphenylethyl)-4-methoxy-3,5-dimethyl-N-[2-(methylamino)-2-oxidanylidene-ethyl]benzamide
Cc1cc(cc(c1OC)C)C(=O)N(CC(c2ccccc2)c3ccccc3)CC(=O)NC
BRD4
430.548
815
7P6V
X-RAY DIFFRACTION
2021-07-18
2021-10-06
null
null
null
null
7P6V
1
1.17
experimental
10.1002/chem.202102036
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5Z4
ethyl 2-(2-(4-azido-N-((2-(1,5-dimethyl-6-oxo-1,6-dihydropyridin-3-yl)-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-benzo[d]imidazol-6-yl)methyl)-2,3,5,6-tetrafluorobenzamido)acetamido)acetate
CCOC(=O)CNC(=O)CN(Cc1ccc2c(c1)n(c(n2)C3=CN(C(=O)C(=C3)C)C)CC4CCOCC4)C(=O)c5c(c(c(c(c5F)F)N=[N+]=N)F)F
BRD4
727.696
816
7P6W
X-RAY DIFFRACTION
2021-07-18
2021-10-06
null
null
null
null
7P6W
1
1.31
experimental
10.1002/chem.202102036
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5YY
ethyl 2-(2-(4-azido-N-((2-(1,5-dimethyl-6-oxo-1,6-dihydropyridin-3-yl)-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-benzo[d]imidazol-6-yl)methyl)benzamido)acetamido)acetate
CCOC(=O)CNC(=O)CN(Cc1ccc2c(c1)n(c(n2)C3=CN(C(=O)C(=C3)C)C)CC4CCOCC4)C(=O)c5ccc(cc5)N=[N+]=N
BRD4
655.736
817
7P6Y
X-RAY DIFFRACTION
2021-07-18
2021-10-06
null
null
null
null
7P6Y
2
1.881
experimental
10.1002/chem.202102036
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5Z1
4-benzoyl-N-(2-(2-(2-((2-(1,5-dimethyl-6-oxo-1,6-dihydropyridin-3-yl)-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-benzo[d]imidazol-6-yl)(methyl)amino)ethoxy)ethoxy)ethyl)-N-(2-oxo-2-((2-(2-(prop-2-yn-1-yloxy)ethoxy)ethyl)amino)ethyl)benzamide
CC1=CC(=CN(C1=O)C)c2nc3ccc(cc3n2CC4CCOCC4)N(C)CCOCCOCCN(CC(=O)NCCOCCOCC#C)C(=O)c5ccc(cc5)C(=O)c6ccccc6
BRD4
889.063
818
7RMD
X-RAY DIFFRACTION
2021-07-27
2022-08-03
null
null
null
null
7RMD
2
1.18
experimental
10.1016/j.ejmech.2023.115246
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5Z0
2-[(6S,10R)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-N-(1,3,4-thiadiazol-2-yl)acetamide
Cc1c(sc-2c1C(=NC(c3n2c(nn3)C)CC(=O)Nc4nncs4)c5ccc(cc5)Cl)C
BRD4
484.01
820
7RN2
X-RAY DIFFRACTION
2021-07-28
2022-08-03
null
null
null
null
7RN2
2
1.05
experimental
10.1016/j.ejmech.2023.115246
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5ZQ
2-[(6S,10S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-N-[(pyridin-2-yl)methyl]acetamide
Cc1c(sc-2c1C(=NC(c3n2c(nn3)C)CC(=O)NCc4ccccn4)c5ccc(cc5)Cl)C
BRD4
491.02
823
8DYR
X-RAY DIFFRACTION
2022-08-04
2023-03-29
null
null
null
null
8DYR
2
1.47
experimental
10.1039/d2cc04813b
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
U59
(4P,6P)-4-[2-(cyclopropylmethoxy)-5-(methanesulfonyl)phenyl]-6-[1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl]-2-methylisoquinolin-1(2H)-one
CN1C=C(c2cc(ccc2C1=O)c3cn(nn3)CCF)c4cc(ccc4OCC5CC5)S(=O)(=O)C
BRD4
496.564
825
8.00E+17
X-RAY DIFFRACTION
2022-08-09
2023-03-29
null
null
null
null
8.00E+17
2
1.47
experimental
10.1039/d2cc04813b
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
U7R
(4P,6M)-6-[1-(2-fluoroethyl)-1H-1,2,3-triazol-4-yl]-4-[5-(methanesulfonyl)-2-methoxyphenyl]-2-methylisoquinolin-1(2H)-one
CN1C=C(c2cc(ccc2C1=O)c3cn(nn3)CCF)c4cc(ccc4OC)S(=O)(=O)C
BRD4
456.499
827
8E3W
X-RAY DIFFRACTION
2022-08-17
2023-03-29
UHI
500
IC50
nM
8E3W
2
1.47
experimental
10.1039/d2cc04813b
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
UHI
(4P)-4-[2-(cyclopropylmethoxy)-5-(methanesulfonyl)phenyl]-2-methylisoquinolin-1(2H)-one
CN1C=C(c2ccccc2C1=O)c3cc(ccc3OCC4CC4)S(=O)(=O)C
BRD4
383.469
828
8K14
X-RAY DIFFRACTION
2023-07-10
2024-03-27
null
null
null
null
8K14
1
1.28
experimental
10.1016/j.ejmech.2023.115924
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
VFI
4-[8-methoxy-2-methyl-1-(1-phenylethyl)imidazo[4,5-c]quinolin-7-yl]-3,5-dimethyl-1,2-oxazole
Cc1c(c(on1)C)c2cc3c(cc2OC)c4c(cn3)nc(n4C(C)c5ccccc5)C
BRD4
412.493
829
8PXA
X-RAY DIFFRACTION
2023-07-22
2023-10-18
null
null
null
null
8PXA
1
1.3
experimental
10.1021/acs.jmedchem.3c00906
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
I0Z
1,3-dimethyl-5-[1-[[(3~{S})-1-(1-propan-2-ylpiperidin-4-yl)carbonylpiperidin-3-yl]methyl]benzimidazol-2-yl]pyridin-2-one
CC1=CC(=CN(C1=O)C)c2nc3ccccc3n2CC4CCCN(C4)C(=O)C5CCN(CC5)C(C)C
BRD4
489.664
831
8PXM
X-RAY DIFFRACTION
2023-07-23
2023-10-04
null
null
null
null
8PXM
2
2.378
experimental
10.1021/acsmedchemlett.3c00242
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
ZTY
(1R)-7-[5-[[(1R)-1,3-dimethyl-2-oxidanylidene-1H-3-benzazepin-7-yl]oxy]pentoxy]-1,3-dimethyl-1H-3-benzazepin-2-one
CC1c2ccc(cc2C=CN(C1=O)C)OCCCCCOc3ccc4c(c3)C=CN(C(=O)C4C)C
BRD4
474.601
832
8WY3
X-RAY DIFFRACTION
2023-10-30
2024-01-24
null
null
null
null
8WY3
3
2.78
experimental
10.1021/acs.jmedchem.3c02104
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
XHE
~{N}-cyclopropyl-2-[[5-[2-(4-fluoranyl-2,6-dimethyl-phenoxy)-5-(2-oxidanylpropan-2-yl)phenyl]-1-methyl-2-oxidanylidene-pyridin-4-yl]amino]ethanamide
Cc1cc(cc(c1Oc2ccc(cc2C3=CN(C(=O)C=C3NCC(=O)NC4CC4)C)C(C)(C)O)C)F
BRD4
493.579
833
8WY7
X-RAY DIFFRACTION
2023-10-30
2024-01-24
null
null
null
null
8WY7
3
2.83
experimental
10.1021/acs.jmedchem.3c02104
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
XHN
2-[[5-[2-(4-fluoranyl-2,6-dimethyl-phenoxy)-5-(2-oxidanylpropan-2-yl)phenyl]-1-methyl-2-oxidanylidene-pyridin-4-yl]amino]-~{N}-(4-oxidanylcyclohexyl)ethanamide
Cc1cc(cc(c1Oc2ccc(cc2C3=CN(C(=O)C=C3NCC(=O)NC4CCC(CC4)O)C)C(C)(C)O)C)F
BRD4
551.659
834
8YMF
X-RAY DIFFRACTION
2024-03-09
2025-03-12
null
null
null
null
8YMF
1
1.015
experimental
null
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
A1LZB
7-[2-(cyclopropylmethoxy)phenyl]-5-methyl-2-[(1-methylsulfonylpiperidin-4-yl)methyl]pyrazolo[4,3-c]pyridin-4-one
CN1C=C(c2c(cn(n2)CC3CCN(CC3)S(=O)(=O)C)C1=O)c4ccccc4OCC5CC5
BRD4
470.595
835
8YMG
X-RAY DIFFRACTION
2024-03-09
2025-03-12
null
null
null
null
8YMG
1
1.007
experimental
10.1016/j.bmcl.2024.129848
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
A1LZC
7-[4-chloro-1-(tetrahydropyran-4-ylmethyl)imidazol-2-yl]-5-methyl-2-{[(2R)-2-methyl-4-methylsulfonyl-piperazin-1-yl]methyl}furo[3,2-c]pyridin-4-one
CC1CN(CCN1Cc2cc3c(o2)C(=CN(C3=O)C)c4nc(cn4CC5CCOCC5)Cl)S(=O)(=O)C
BRD4
538.07
836
8YMH
X-RAY DIFFRACTION
2024-03-09
2025-03-12
null
null
null
null
8YMH
3
1.04
experimental
10.1016/j.bmcl.2024.129848
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
A1LZE
5-methyl-2-{[(2R)-2-methyl-4-methylsulfonyl-piperazin-1-yl]methyl}-7-(1-methylpyrazol-3-yl)furo[3,2-c]pyridin-4-one
CC1CN(CCN1Cc2cc3c(o2)C(=CN(C3=O)C)c4ccn(n4)C)S(=O)(=O)C
BRD4
419.507
838
8YMI
X-RAY DIFFRACTION
2024-03-09
2025-03-12
null
null
null
null
8YMI
5
1.01
experimental
null
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
A1LZF
2-{[(3S)-1-benzylpyrrolidin-3-yl]methyl}-5-methyl-7-(1-methylpyrazol-3-yl)pyrazolo[4,3-c]pyridin-4-one
Cn1ccc(n1)C2=CN(C(=O)c3c2nn(c3)CC4CCN(C4)Cc5ccccc5)C
BRD4
402.502
841
6TQ1
X-RAY DIFFRACTION
2019-12-15
2020-01-15
null
null
null
null
6TQ1
9
1.9
experimental
10.1021/acs.jmedchem.9b01670
Escherichia coli
Homo sapiens
Bromodomain-containing protein 2, O27.1.1, Really interesting new gene 3 protein
1
NUH
5-(3-methoxyphenyl)-1-methyl-pyridin-2-one
CN1C=C(C=CC1=O)c2cccc(c2)OC
BRD4
215.252
843
7B9X
SOLUTION NMR
2020-12-14
2022-01-12
null
null
null
null
7B9X
1
null
experimental
10.1021/acs.jmedchem.1c01703
Escherichia coli BL21(DE3)
Homo sapiens
Transcription intermediary factor 1-alpha, TIF1-alpha, E3 ubiquitin-protein ligase TRIM24, RING finger protein 82, RING-type E3 ubiquitin transferase TIF1-alpha, Tripartite motif-containing protein 24
1
T52
N-{6-[3-(4-Aminobutoxy)-5-propoxyphenoxy]-1,3-dimethyl-2-oxo-2,3-dihydro-1H-1,3-benzodiazol-5-yl}-3,4-dimethoxybenzene-1-sulfonamide
CCCOc1cc(cc(c1)Oc2cc3c(cc2NS(=O)(=O)c4ccc(c(c4)OC)OC)N(C(=O)N3C)C)OCCCC[NH3+]
BRD4
615.729
844
3MXF
X-RAY DIFFRACTION
2010-05-07
2010-10-06
null
null
null
null
3MXF
6
1.6
experimental
10.1038/nature09504
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
JQ1
(6S)-6-(2-tert-butoxy-2-oxoethyl)-4-(4-chlorophenyl)-2,3,9-trimethyl-6,7-dihydrothieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-10-ium
Cc1c(sc-2c1C(=NC(c3[n+]2c(n[nH]3)C)CC(=O)OC(C)(C)C)c4ccc(cc4)Cl)C
BRD4
458.007
849
3U5J
X-RAY DIFFRACTION
2011-10-11
2011-11-23
08H
2,460
Kd
nM
3U5J
5
1.6
experimental
10.1016/j.bmc.2011.10.080
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
08H
8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
Cc1nnc2n1-c3ccc(cc3C(=NC2)c4ccccc4)Cl
BRD4
308.772
850
3U5K
X-RAY DIFFRACTION
2011-10-11
2011-11-23
null
null
null
null
3U5K
4
1.8
experimental
10.1016/j.bmc.2011.10.080
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
08J
8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine
Cc1ncc2n1-c3ccc(cc3C(=NC2)c4ccccc4F)Cl
BRD4
325.774
856
4CFL
X-RAY DIFFRACTION
2013-11-18
2014-01-15
8DQ
9,050
IC50
nM
4CFL
3
1.32
experimental
10.1021/CB400789E
Escherichia coli
Homo sapiens
BRD4 PROTEIN, BROMODOMAIN CONTAINING PROTEIN 4
1
8DQ
8-phenyl-2-piperazin-1-yl-chromen-4-one
c1ccc(cc1)c2cccc3c2OC(=CC3=O)N4CCNCC4
BRD4
306.365
899
4MR4
X-RAY DIFFRACTION
2013-09-17
2013-11-27
1K0
3,850
IC50
nM
4MR4
4
1.66
experimental
10.1073/pnas.1310658110
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
1K0
2-[4-(2-hydroxyethoxy)-3,5-dimethylphenyl]-5,7-dimethoxyquinazolin-4(3H)-one
Cc1cc(cc(c1OCCO)C)C2=Nc3cc(cc(c3C(=O)N2)OC)OC
BRD4
370.405
938
4OGI
X-RAY DIFFRACTION
2014-01-16
2014-02-26
R78
73
IC50
nM
4OGI
4
1.73
experimental
10.1038/nchembio.1471
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, BRD4, Protein HUNK1
1
R78
4-{[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl]amino}-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide
CCC1C(=O)N(c2cnc(nc2N1C3CCCC3)Nc4ccc(cc4OC)C(=O)NC5CCN(CC5)C)C
BRD4
521.666
960
4UIX
X-RAY DIFFRACTION
2015-04-03
2015-04-22
null
null
null
null
4UIX
8
1.58
experimental
10.1021/ACS.JMEDCHEM.5B00256
Escherichia coli
Homo sapiens
BROMODOMAIN-CONTAINING PROTEIN 4, PROTEIN HUNK1, NHUMAN BRD4
1
TVU
N-[1,1-bis(oxidanylidene)thian-4-yl]-7-(3,4-dimethoxyphenyl)-5-methyl-4-oxidanylidene-thieno[3,2-c]pyridine-2-carboxamide
CN1C=C(c2c(cc(s2)C(=O)NC3CCS(=O)(=O)CC3)C1=O)c4ccc(c(c4)OC)OC
BRD4
476.576
961
4WIV
X-RAY DIFFRACTION
2014-09-26
2014-10-29
3P2
550
Kd
nM
4WIV
5
1.56
experimental
10.1021/jm501120z
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
3P2
N-tert-butyl-2-[4-(3,5-dimethyl-1,2-oxazol-4-yl)phenyl]imidazo[1,2-a]pyrazin-3-amine
Cc1c(c(on1)C)c2ccc(cc2)c3c(n4ccncc4n3)NC(C)(C)C
BRD4
361.449
964
4X2I
X-RAY DIFFRACTION
2014-11-26
2015-11-11
null
null
null
null
4X2I
2
1.2
experimental
10.1021/ml500411h
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
3X0
(4R)-6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine
Cc1nnc2n1-c3ccccc3N(CC2C)c4ccc(cc4)Cl
BRD4
324.815
966
5ACY
X-RAY DIFFRACTION
2015-08-18
2015-10-07
9S3
398
IC50
nM
5ACY
5
2.01
experimental
10.1084/JEM.20151271
Escherichia coli
Homo sapiens
BROMODOMAIN-CONTAINING PROTEIN 4, PROTEIN HUNK1, HUMAN BRD4
1
9S3
1-[(2S,4R)-2-methyl-4-(phenylamino)-6-[4-(piperidin-1-ylmethyl)phenyl]-3,4-dihydroquinolin-1(2H)-yl]ethanone
CC1CC(c2cc(ccc2N1C(=O)C)c3ccc(cc3)CN4CCCCC4)Nc5ccccc5
BRD4
453.63
971
5CRM
X-RAY DIFFRACTION
2015-07-23
2016-01-13
null
null
null
null
5CRM
7
1.99
experimental
10.1021/acs.jmedchem.5b01511
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
EB5
N,1-diethyl-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide
CCNS(=O)(=O)c1ccc2c3c1cccc3C(=O)N2CC
BRD4
304.371
974
5CRZ
X-RAY DIFFRACTION
2015-07-23
2016-01-13
null
null
null
null
5CRZ
5
2.12
experimental
10.1021/acs.jmedchem.5b01511
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
EB7
2-chloro-N-(1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)-4-fluorobenzenesulfonamide
CCN1c2ccc(c3c2c(ccc3)C1=O)NS(=O)(=O)c4ccc(cc4Cl)F
BRD4
404.85
980
5CS8
X-RAY DIFFRACTION
2015-07-23
2016-01-13
null
null
null
null
5CS8
9
1.62
experimental
10.1021/acs.jmedchem.5b01511
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
EB8
methyl 2-[(1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)sulfamoyl]benzoate
CCN1c2ccc(c3c2c(ccc3)C1=O)NS(=O)(=O)c4ccccc4C(=O)OC
BRD4
410.451
982
5CY9
X-RAY DIFFRACTION
2015-07-30
2016-01-13
null
null
null
null
5CY9
5
1.55
experimental
10.1021/acs.jmedchem.5b01511
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
E0A
N-(1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)butane-1-sulfonamide
CCCCS(=O)(=O)Nc1ccc2c3c1cccc3C(=O)N2CC
BRD4
332.425
986
5D0C
X-RAY DIFFRACTION
2015-08-03
2016-01-13
null
null
null
null
5D0C
7
1.49
experimental
10.1021/acs.jmedchem.5b01511
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
E0B
N-[(1-acetylpiperidin-4-yl)methyl]-1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide
CCN1c2ccc(c3c2c(ccc3)C1=O)S(=O)(=O)NCC4CCN(CC4)C(=O)C
BRD4
415.515
988
5DLX
X-RAY DIFFRACTION
2015-09-07
2016-06-01
null
null
null
null
5DLX
1
1.9
experimental
10.1021/acschembio.6b00286
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5D2
N-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-1-(3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidine-4-carboxamide
Cc1nnc2n1nc(cc2)N3CCC(CC3)C(=O)NCCCN4CCN(CC4)c5cccc(c5)Cl
BRD4
497.047
989
5DX4
X-RAY DIFFRACTION
2015-09-23
2016-01-13
null
null
null
null
5DX4
3
2.3
experimental
10.1021/acs.jmedchem.5b01511
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
E0C
5-bromo-N-(1-ethyl-2-oxo-1,2-dihydrobenzo[cd]indol-6-yl)-2-methoxybenzenesulfonamide
CCN1c2ccc(c3c2c(ccc3)C1=O)NS(=O)(=O)c4cc(ccc4OC)Br
BRD4
461.337
997
5F61
X-RAY DIFFRACTION
2015-12-04
2017-02-08
5W0
14
IC50
nM
5F61
11
1.45
experimental
10.1158/1535-7163.MCT-16-0568-T
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5W0
~{N}-[3-[[2-[[3-fluoranyl-4-(4-methylpiperazin-1-yl)phenyl]amino]-5-methyl-pyrimidin-4-yl]amino]phenyl]-2-methyl-propane-2-sulfonamide
Cc1cnc(nc1Nc2cccc(c2)NS(=O)(=O)C(C)(C)C)Nc3ccc(c(c3)F)N4CCN(CC4)C
BRD4
527.67
999
5F62
X-RAY DIFFRACTION
2015-12-04
2017-02-08
5W1
4.8
IC50
nM
5F62
7
1.35
experimental
10.1158/1535-7163.MCT-16-0568-T
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
5W1
~{N}-[2-chloranyl-5-[[2-[[3-fluoranyl-4-(4-methylpiperazin-1-yl)phenyl]amino]-5-methyl-pyrimidin-4-yl]amino]phenyl]-2-methyl-propane-2-sulfonamide
Cc1cnc(nc1Nc2ccc(c(c2)NS(=O)(=O)C(C)(C)C)Cl)Nc3ccc(c(c3)F)N4CCN(CC4)C
BRD4
562.115
1,001
5KDH
X-RAY DIFFRACTION
2016-06-08
2017-08-02
6RX
1,000
IC50
nM
5KDH
4
1.5
experimental
10.1021/acs.jmedchem.6b01336
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
6RX
(5~{S})-1-ethyl-5-(4-methylphenyl)-8,9-dihydro-5~{H}-furo[3,4]pyrido[3,5-~{b}]pyrimidine-2,4,6-trione
CCN1C2=C(C(C3=C(N2)COC3=O)c4ccc(cc4)C)C(=O)NC1=O
BRD4
339.351
1,010
5MKZ
X-RAY DIFFRACTION
2016-12-05
2017-12-20
null
null
null
null
5MKZ
4
1.62
experimental
10.1021/acs.jmedchem.6b01566
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
RNK
4-chloranyl-2-methyl-5-[(3-methylthiophen-2-yl)methylamino]pyridazin-3-one
Cc1ccsc1CNC2=C(C(=O)N(N=C2)C)Cl
BRD4
269.757
1,012
5OWW
X-RAY DIFFRACTION
2017-09-04
2018-10-10
null
null
null
null
5OWW
4
1.5
experimental
10.1021/acscentsci.7b00401
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
B0Q
~{N}-(3-methylbenzotriazol-5-yl)-1-(phenylmethyl)imidazole-2-carboxamide
Cn1c2cc(ccc2nn1)NC(=O)c3nccn3Cc4ccccc4
BRD4
332.367
1,013
5S9P
X-RAY DIFFRACTION
2021-04-01
2021-09-29
null
null
null
null
5S9P
6
2.1
experimental
10.1021/acs.jmedchem.1c00625
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YW4
9-benzyl-2-(3,5-dimethyl-1,2-oxazol-4-yl)-7-(2-hydroxypropan-2-yl)-9H-carbazole-4-carboxamide
Cc1c(c(on1)C)c2cc(c3c4ccc(cc4n(c3c2)Cc5ccccc5)C(C)(C)O)C(=O)N
BRD4
453.542
1,015
5S9Q
X-RAY DIFFRACTION
2021-04-01
2021-09-29
null
null
null
null
5S9Q
8
1.85
experimental
10.1021/acs.jmedchem.1c00625
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YW7
2-(3,5-dimethyl-1,2-oxazol-4-yl)-7-(2-hydroxypropan-2-yl)-9-[(S)-(oxan-4-yl)(phenyl)methyl]-9H-carbazole-4-carboxamide
Cc1c(c(on1)C)c2cc(c3c4ccc(cc4n(c3c2)C(c5ccccc5)C6CCOCC6)C(C)(C)O)C(=O)N
BRD4
537.66
1,017
5S9R
X-RAY DIFFRACTION
2021-04-01
2021-09-29
null
null
null
null
5S9R
6
1.85
experimental
10.1021/acs.jmedchem.1c00625
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YWA
2-{3-(1,4-dimethyl-1H-1,2,3-triazol-5-yl)-5-[(S)-(oxan-4-yl)(phenyl)methyl]-5H-pyrido[3,2-b]indol-7-yl}propan-2-ol
Cc1c(n(nn1)C)c2cc3c(c4ccc(cc4n3C(c5ccccc5)C6CCOCC6)C(C)(C)O)nc2
BRD4
495.627
1,020
5V67
X-RAY DIFFRACTION
2017-03-16
2018-03-28
IBI
120
IC50
nM
5V67
4
1.78
experimental
10.1021/acs.jmedchem.1c01096
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
IBI
N-{trans-4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexyl}-4-{[(7R)-7-ethyl-5-methyl-8-(1-methylethyl)-6-oxo-5,6,7,8-tetrahydropteridin-2-yl]amino}-3-methoxybenzamide
CCC1C(=O)N(c2cnc(nc2N1C(C)C)Nc3ccc(cc3OC)C(=O)NC4CCC(CC4)N5CCN(CC5)CC6CC6)C
BRD4
618.827
1,027
5VBO
X-RAY DIFFRACTION
2017-03-30
2018-04-04
null
null
null
null
5VBO
8
1.3
experimental
10.1021/acs.jmedchem.1c01096
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
4K4
2-[(2-methoxy-4-{[4-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl}phenyl)amino]-5,11-dimethyl-5,11-dihydro-6H-pyrimido[4,5-b][1,4]benzodiazepin-6-one
CN1CCN(CC1)C2CCN(CC2)C(=O)c3ccc(c(c3)OC)Nc4ncc5c(n4)N(c6ccccc6C(=O)N5C)C
BRD4
570.698
1,034
5Y8C
X-RAY DIFFRACTION
2017-08-21
2018-06-13
null
null
null
null
5Y8C
6
1.42
experimental
10.1021/acs.jmedchem.8b00103
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
8P9
5-chloranyl-2-methoxy-N-(6-methoxy-3-methyl-1,2-benzoxazol-5-yl)benzenesulfonamide
Cc1c2cc(c(cc2on1)OC)NS(=O)(=O)c3cc(ccc3OC)Cl
BRD4
382.825
1,038
5Y8W
X-RAY DIFFRACTION
2017-08-21
2018-06-13
null
null
null
null
5Y8W
9
1.76
experimental
10.1021/acs.jmedchem.8b00103
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
8PU
5-bromanyl-2-methoxy-N-(3-methyl-6-oxidanyl-1,2-benzoxazol-5-yl)benzenesulfonamide
Cc1c2cc(c(cc2on1)O)NS(=O)(=O)c3cc(ccc3OC)Br
BRD4
413.249
1,043
5Y8Z
X-RAY DIFFRACTION
2017-08-22
2018-06-13
null
null
null
null
5Y8Z
7
1.84
experimental
10.1021/acs.jmedchem.8b00103
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
8Q3
5-bromanyl-N-(3,6-dimethyl-1,2-benzoxazol-5-yl)-2-methoxy-benzenesulfonamide
Cc1cc2c(cc1NS(=O)(=O)c3cc(ccc3OC)Br)c(no2)C
BRD4
411.277
1,048
5Y93
X-RAY DIFFRACTION
2017-08-22
2018-06-13
null
null
null
null
5Y93
6
1.62
experimental
10.1021/acs.jmedchem.8b00103
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
8Q9
2-[[5-[(5-bromanyl-2-methoxy-phenyl)sulfonylamino]-3-methyl-1,2-benzoxazol-6-yl]oxy]-N-(2-morpholin-4-ylethyl)ethanamide
Cc1c2cc(c(cc2on1)OCC(=O)NCCN3CCOCC3)NS(=O)(=O)c4cc(ccc4OC)Br
BRD4
583.461
1,052
5Y94
X-RAY DIFFRACTION
2017-08-22
2018-06-13
null
null
null
null
5Y94
5
2
experimental
10.1021/acs.jmedchem.8b00103
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
8QC
5-bromanyl-2-methoxy-N-[3-methyl-6-(methylamino)-1,2-benzoxazol-5-yl]benzenesulfonamide
Cc1c2cc(c(cc2on1)NC)NS(=O)(=O)c3cc(ccc3OC)Br
BRD4
426.292
1,056
5YQX
X-RAY DIFFRACTION
2017-11-08
2018-11-28
null
null
null
null
5YQX
3
1.82
experimental
10.1016/j.ejmech.2018.04.034
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
E0K
(2R)-2-(cyclopropylmethyl)-7-(3,5-dimethyl-1,2-oxazol-4-yl)-4H-1,4-benzoxazin-3-one
Cc1c(c(on1)C)c2ccc3c(c2)OC(C(=O)N3)CC4CC4
BRD4
298.342
1,059
5Z1R
X-RAY DIFFRACTION
2017-12-28
2019-01-02
null
null
null
null
5Z1R
6
1.62
experimental
10.1021/acsmedchemlett.8b00003
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
EFL
5-bromo-N-(2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)-2-methoxybenzene-1-sulfonamide
CC1(C(=O)Nc2ccc(cc2O1)NS(=O)(=O)c3cc(ccc3OC)Br)C
BRD4
441.303
1,063
5Z1S
X-RAY DIFFRACTION
2017-12-28
2019-01-02
null
null
null
null
5Z1S
7
1.42
experimental
10.1021/acsmedchemlett.8b00003
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
EFM
5-bromo-2-methoxy-N-(6-methoxy-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)benzene-1-sulfonamide
CC1(C(=O)Nc2cc(c(cc2O1)NS(=O)(=O)c3cc(ccc3OC)Br)OC)C
BRD4
471.329
1,067
5Z1T
X-RAY DIFFRACTION
2017-12-28
2019-01-02
null
null
null
null
5Z1T
7
1.42
experimental
10.1021/acsmedchemlett.8b00003
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
EFN
5-bromo-N-(6-hydroxy-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)-2-methoxybenzene-1-sulfonamide
CC1(C(=O)Nc2cc(c(cc2O1)NS(=O)(=O)c3cc(ccc3OC)Br)O)C
BRD4
457.302
1,071
6CD4
X-RAY DIFFRACTION
2018-02-08
2018-08-29
null
null
null
null
6CD4
4
1.23
experimental
10.1021/acschembio.7b00638
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
EX1
2-({2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]phenyl}amino)-5-methyl-11-(propan-2-yl)-5,11-dihydro-6H-pyrimido[4,5-b][1,4]benzodiazepin-6-one
CC(C)N1c2ccccc2C(=O)N(c3c1nc(nc3)Nc4ccc(cc4OC)C(=O)N5CCC(CC5)N6CCN(CC6)C)C
BRD4
598.752
1,073
6CD5
X-RAY DIFFRACTION
2018-02-08
2019-01-16
null
null
null
null
6CD5
5
1.58
experimental
10.1021/acschembio.7b00638
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
R4L
11-cyclopentyl-2-[[2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl-phenyl]amino]-5-methyl-pyrimido[4,5-b][1,4]benzodiazepin-6-one
CN1CCN(CC1)C2CCN(CC2)C(=O)c3ccc(c(c3)OC)Nc4ncc5c(n4)N(c6ccccc6C(=O)N5C)C7CCCC7
BRD4
624.79
1,078
6CIS
X-RAY DIFFRACTION
2018-02-25
2018-08-29
null
null
null
null
6CIS
5
1.51
experimental
10.1021/acschembio.7b00638
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
X26
11-cyclopentyl-5-methyl-2-({4-[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]-2-[(propan-2-yl)oxy]phenyl}amino)-5,11-dihydro-6H-pyrimido[4,5-b][1,4]benzodiazepin-6-one
CC(C)Oc1cc(ccc1Nc2ncc3c(n2)N(c4ccccc4C(=O)N3C)C5CCCC5)C(=O)N6CCC(CC6)N7CCN(CC7)C
BRD4
652.844
1,079
6CIY
X-RAY DIFFRACTION
2018-02-25
2018-08-29
null
null
null
null
6CIY
4
1.68
experimental
10.1021/acschembio.7b00638
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
F3J
11-cyclobutyl-2-({2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]phenyl}amino)-5-methyl-5,11-dihydro-6H-pyrimido[4,5-b][1,4]benzodiazepin-6-one
CN1CCN(CC1)C2CCN(CC2)C(=O)c3ccc(c(c3)OC)Nc4ncc5c(n4)N(c6ccccc6C(=O)N5C)C7CCC7
BRD4
610.763
1,082
6CJ1
X-RAY DIFFRACTION
2018-02-25
2018-08-29
null
null
null
null
6CJ1
7
1.53
experimental
10.1021/acschembio.7b00638
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
F2S
11-[(2R)-butan-2-yl]-2-({2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]phenyl}amino)-5-methyl-5,11-dihydro-6H-pyrimido[4,5-b][1,4]benzodiazepin-6-one
CCC(C)N1c2ccccc2C(=O)N(c3c1nc(nc3)Nc4ccc(cc4OC)C(=O)N5CCC(CC5)N6CCN(CC6)C)C
BRD4
612.779
1,083
6CJ1
X-RAY DIFFRACTION
2018-02-25
2018-08-29
null
null
null
null
6CJ1
7
1.53
experimental
10.1021/acschembio.7b00638
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
FND
11-[(2S)-butan-2-yl]-2-({2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]phenyl}amino)-5-methyl-5,11-dihydro-6H-pyrimido[4,5-b][1,4]benzodiazepin-6-one
CCC(C)N1c2ccccc2C(=O)N(c3c1nc(nc3)Nc4ccc(cc4OC)C(=O)N5CCC(CC5)N6CCN(CC6)C)C
BRD4
612.779
1,086
6CZU
X-RAY DIFFRACTION
2018-04-09
2018-09-26
null
null
null
null
6CZU
9
1.47
experimental
10.1021/acs.jmedchem.8b00666
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
FP7
5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-({4-[(1R)-1-hydroxyethyl]phenyl}methyl)pyridin-2(1H)-one
Cc1c(c(on1)C)C2=CN(C(=O)C=C2)Cc3ccc(cc3)C(C)O
BRD4
324.38
1,089
6MAU
X-RAY DIFFRACTION
2018-08-28
2019-04-03
JBS
14
IC50
nM
6MAU
2
2.11
experimental
10.1016/j.bmcl.2019.03.014
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
JBS
1-(4-{6-(3,5-dimethyl-1,2-oxazol-4-yl)-4-[(3S)-3-phenylmorpholin-4-yl]quinazolin-2-yl}-1H-pyrazol-1-yl)-2-methylpropan-2-ol
Cc1c(c(on1)C)c2ccc3c(c2)c(nc(n3)c4cnn(c4)CC(C)(C)O)N5CCOCC5c6ccccc6
BRD4
524.625
1,104
6P05
X-RAY DIFFRACTION
2019-05-16
2020-05-20
null
null
null
null
6P05
3
1.54
experimental
10.1021/acs.jmedchem.0c00456
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YF2
N-{1-[1,1-di(pyridin-2-yl)ethyl]-6-(1-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-3-yl)-1H-indol-4-yl}ethanesulfonamide
CCS(=O)(=O)Nc1cc(cc2c1ccn2C(C)(c3ccccn3)c4ccccn4)c5cn(c6c5C=CNC6=O)C
BRD4
552.66
1,114
6TPX
X-RAY DIFFRACTION
2019-12-15
2020-01-15
NUW
251
IC50
nM
6TPX
4
1.48
experimental
10.1021/acs.jmedchem.9b01670
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
NUW
2-(3,5-dimethyl-4-oxidanyl-phenyl)-1-[(1-ethanoylpiperidin-4-yl)methyl]-~{N}-methyl-benzimidazole-5-carboxamide
Cc1cc(cc(c1O)C)c2nc3cc(ccc3n2CC4CCN(CC4)C(=O)C)C(=O)NC
BRD4
434.54
1,117
6TPY
X-RAY DIFFRACTION
2019-12-15
2020-01-15
NUB
79
IC50
nM
6TPY
4
1.8
experimental
10.1021/acs.jmedchem.9b01670
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
NUB
1,3-dimethyl-5-[1-(oxan-4-ylmethyl)benzimidazol-2-yl]pyridin-2-one
CC1=CC(=CN(C1=O)C)c2nc3ccccc3n2CC4CCOCC4
BRD4
337.423
1,128
6WGX
X-RAY DIFFRACTION
2020-04-06
2020-10-07
U0D
150
IC50
nM
6WGX
7
1.53
experimental
10.1002/anie.202008625
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
U0D
4-(1-{1-[2-(dimethylamino)ethyl]piperidin-4-yl}-4-[4-(trifluoromethyl)phenyl]-1H-imidazol-5-yl)-N-(3,5-dimethylphenyl)pyrimidin-2-amine
Cc1cc(cc(c1)Nc2nccc(n2)c3c(ncn3C4CCN(CC4)CCN(C)C)c5ccc(cc5)C(F)(F)F)C
BRD4
563.672
1,136
7JKZ
X-RAY DIFFRACTION
2020-07-29
2021-08-25
null
null
null
null
7JKZ
3
2.49
experimental
10.1021/acs.jmedchem.0c00456
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YF6
N-(1-[1,1-di(pyridin-2-yl)ethyl]-6-{1-methyl-6-oxo-5-[(piperidin-4-yl)amino]-1,6-dihydropyridin-3-yl}-1H-indol-4-yl)ethanesulfonamide
CCS(=O)(=O)Nc1cc(cc2c1ccn2C(C)(c3ccccn3)c4ccccn4)C5=CN(C(=O)C(=C5)NC6CCNCC6)C
BRD4
611.772
1,139
7LA9
X-RAY DIFFRACTION
2021-01-06
2022-01-12
null
null
null
null
7LA9
27
2.2
experimental
10.1021/acs.jmedchem.2c00453
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
XR7
N,N'-(oxybis{(ethane-2,1-diyl)oxyethane-2,1-diyloxy[3-(2-methyl-1-oxo-1,2-dihydroisoquinolin-4-yl)-4,1-phenylene]})di(ethane-1-sulfonamide)
CCS(=O)(=O)Nc1ccc(c(c1)C2=CN(C(=O)c3c2cccc3)C)OCCOCCOCCOCCOc4ccc(cc4C5=CN(C(=O)c6c5cccc6)C)NS(=O)(=O)CC
BRD4
875.035
1,144
7MCF
X-RAY DIFFRACTION
2021-04-02
2021-05-26
null
null
null
null
7MCF
2
2.19
experimental
10.1016/j.bmcl.2021.128108
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
YX4
2-{3-(1,4-dimethyl-1H-1,2,3-triazol-5-yl)-6-fluoro-5-[(S)-(3-fluoropyridin-2-yl)(oxan-4-yl)methyl]-5H-pyrido[3,2-b]indol-7-yl}propan-2-ol
Cc1c(n(nn1)C)c2cc3c(c4ccc(c(c4n3C(c5c(cccn5)F)C6CCOCC6)F)C(C)(C)O)nc2
BRD4
532.595
1,153
7MLS
X-RAY DIFFRACTION
2021-04-28
2021-07-28
ZHM
3,110
IC50
nM
7MLS
5
1.26
experimental
10.1021/acs.jmedchem.1c00933
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
ZHM
2-(2,5-dibromophenoxy)-6-[4-methyl-1-(piperidin-4-yl)-1H-1,2,3-triazol-5-yl]pyridine
Cc1c(n(nn1)C2CCNCC2)c3cccc(n3)Oc4cc(ccc4Br)Br
BRD4
493.203
1,166
7UZN
X-RAY DIFFRACTION
2022-05-09
2022-08-17
null
null
null
null
7UZN
4
1.685
experimental
10.1021/acsmedchemlett.2c00219
Escherichia coli BL21(DE3)
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
PQF
2-{(3M)-3-(1,4-dimethyl-1H-1,2,3-triazol-5-yl)-8-fluoro-5-[(S)-(oxan-4-yl)(phenyl)methyl]-5H-pyrido[3,2-b]indol-7-yl}propan-2-ol
Cc1c(n(nn1)C)c2cc3c(c4cc(c(cc4n3C(c5ccccc5)C6CCOCC6)C(C)(C)O)F)nc2
BRD4
513.617
1,169
7WJS
X-RAY DIFFRACTION
2022-01-07
2022-08-10
null
null
null
null
7WJS
12
2.73
experimental
10.1021/acs.jmedchem.2c00100
Escherichia coli BL21
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
JFL
2-(2-cyclobutyl-1~{H}-imidazol-5-yl)-7-[2-(4-fluoranyl-2,6-dimethyl-phenoxy)-5-(2-oxidanylpropan-2-yl)phenyl]-5-methyl-furo[3,2-c]pyridin-4-one
Cc1cc(cc(c1Oc2ccc(cc2C3=CN(C(=O)c4c3oc(c4)c5cnc([nH]5)C6CCC6)C)C(C)(C)O)C)F
BRD4
541.623
1,171
7WKY
X-RAY DIFFRACTION
2022-01-12
2022-08-10
null
null
null
null
7WKY
9
2.83
experimental
10.1021/acs.jmedchem.2c00100
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
JFR
2-(2-cyclopentyl-1~{H}-imidazol-5-yl)-7-[2-(4-fluoranyl-2,6-dimethyl-phenoxy)-5-(2-oxidanylpropan-2-yl)phenyl]-5-methyl-furo[3,2-c]pyridin-4-one
Cc1cc(cc(c1Oc2ccc(cc2C3=CN(C(=O)c4c3oc(c4)c5cnc([nH]5)C6CCCC6)C)C(C)(C)O)C)F
BRD4
555.65
1,173
8PXN
X-RAY DIFFRACTION
2023-07-23
2023-11-08
null
null
null
null
8PXN
4
1.952
experimental
10.1021/acsmedchemlett.3c00242
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
ZTT
(1R)-7-[2-[[(1R)-1,3-dimethyl-2-oxidanylidene-1H-3-benzazepin-7-yl]oxy]ethoxy]-1,3-dimethyl-1H-3-benzazepin-2-one
CC1c2ccc(cc2C=CN(C1=O)C)OCCOc3ccc4c(c3)C=CN(C(=O)C4C)C
BRD4
432.52
1,175
8WXY
X-RAY DIFFRACTION
2023-10-30
2024-01-24
null
null
null
null
8WXY
4
2.87
experimental
10.1021/acs.jmedchem.3c02104
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
XGN
5-[2-(4-fluoranyl-2,6-dimethyl-phenoxy)-5-(2-oxidanylpropan-2-yl)phenyl]-1-methyl-4-[(2-morpholin-4-yl-2-oxidanylidene-ethyl)amino]pyridin-2-one
Cc1cc(cc(c1Oc2ccc(cc2C3=CN(C(=O)C=C3NCC(=O)N4CCOCC4)C)C(C)(C)O)C)F
BRD4
523.605
1,177
8YME
X-RAY DIFFRACTION
2024-03-09
2025-03-12
null
null
null
null
8YME
4
1.18
experimental
null
Escherichia coli
Homo sapiens
Bromodomain-containing protein 4, Protein HUNK1
1
A1LZZ
(4R,6S)-N-cyclohexyl-1-methyl-6-[[5-methyl-7-(1-methylpyrazol-3-yl)-4-oxidanylidene-pyrazolo[4,3-c]pyridin-2-yl]methyl]azepane-4-carboxamide
Cn1ccc(n1)C2=CN(C(=O)c3c2nn(c3)CC4CC(CCN(C4)C)C(=O)NC5CCCCC5)C
BRD4
479.629