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Compound Detail

CHEMBL4648362

GSK789
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Cc1cc2c(-c3ccco3)cnc(N[C@@H]3CCN(C)C[C@H]3C(=O)NC3CCCCC3)c2[nH]c1=O

Basic Information

ChEMBL ID CHEMBL4648362
Name GSK789
Phase Preclinical
Structure Type MOL
InChI Key NDEORODKVUYMFQ-NHCUHLMSSA-N
37
Targets
101
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

463.6
MW (Da)
3.67
ALogP
6
HBA
3
HBD
103.3
PSA (Ų)
0.53
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C26H33N5O3
MW 463.58
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.88

Activity Summary

Kd 69 meas. best 8.4
IC50 30 meas. best 7.7
Ki 2 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain-containing protein 2
CHEMBL1293289
Kd 8.4 6.7125 4.0 8
Bromodomain-containing protein 3
CHEMBL1795186
Kd 8.4 6.47 4.0 10
Bromodomain-containing protein 4
CHEMBL1163125
Kd 8.2 6.625 6.3 8
Bromodomain testis-specific protein
CHEMBL1795185
Kd 8.0 6.6889 10.0 9
C-C motif chemokine 2
CHEMBL1649052
IC50 7.7 6.935 19.9 2
Unchecked
CHEMBL612545
IC50 7.7 7.7 19.9 1
Bromodomain-containing protein 4
CHEMBL1163125
IC50 7.51 5.9838 31.0 8
Transcription initiation factor TFIID subunit 1
CHEMBL3217390
Kd 7.3 7.3 50.1 2
Bromodomain-containing protein 2
CHEMBL1293289
IC50 7.0 5.85 100.0 2
MV4-11
CHEMBL613835
IC50 6.9 6.9 124.6 2
THP-1
CHEMBL614245
IC50 6.8 6.695 158.0 2
Bromodomain-containing protein 3
CHEMBL1795186
IC50 6.8 5.75 158.5 2
Blood
CHEMBL613416
IC50 6.5 6.045 316.2 4
HL-60
CHEMBL383
IC50 6.41 6.41 390.0 2
Transcription initiation factor TFIID subunit 1-like
CHEMBL3108641
Kd 6.4 6.4 398.1 2
Bromodomain testis-specific protein
CHEMBL1795185
IC50 6.2 5.55 631.0 2
Tumor necrosis factor
CHEMBL1825
IC50 6.06 6.06 870.0 1
D(4) dopamine receptor
CHEMBL219
Ki 6.0 5.995 1011.6 2
Interleukin-6
CHEMBL1795129
IC50 5.45 5.45 3550.0 1
Protein polybromo-1
CHEMBL1795184
Kd 5.0 4.8333 10000.0 3
Transcription initiation factor TFIID subunit 1
CHEMBL3217390
IC50 5.0 5.0 10000.0 1
Bromodomain adjacent to zinc finger domain protein 2A
CHEMBL3108642
Kd 4.8 4.8 15848.9 2
ATPase family AAA domain-containing protein 2
CHEMBL2150837
Kd 4.8 4.8 15848.9 2
ATPase family AAA domain-containing protein 2B
CHEMBL2176775
Kd 4.8 4.8 15848.9 2
Transcription intermediary factor 1-alpha
CHEMBL3108638
Kd 4.7 4.6333 19952.6 3
Bromodomain-containing protein 7
CHEMBL3085622
Kd 4.6 4.6 25118.9 1
Histone acetyltransferase p300
CHEMBL3784
Kd 4.6 4.6 25118.9 1
Bromodomain-containing protein 8
CHEMBL3588731
Kd 4.5 4.5 31622.8 2
Bromodomain adjacent to zinc finger domain protein 2B
CHEMBL1741220
Kd 4.5 4.5 31622.8 1
E3 ubiquitin-protein ligase TRIM33
CHEMBL2176772
Kd 4.5 4.5 31622.8 1
Bromodomain-containing protein 1
CHEMBL2176774
Kd 4.5 4.5 31622.8 1
CREB-binding protein
CHEMBL5747
Kd 4.5 4.5 31622.8 1
Histone acetyltransferase KAT2A
CHEMBL5501
Kd 4.5 4.5 31622.8 1
Histone acetyltransferase KAT2B
CHEMBL5500
Kd 4.5 4.5 31622.8 1
Bromodomain and WD repeat-containing protein 1
CHEMBL3351192
Kd 4.5 4.5 31622.8 1
Probable global transcription activator SNF2L2
CHEMBL2362979
Kd 4.5 4.5 31622.8 1
Transcription activator BRG1
CHEMBL3085620
Kd 4.5 4.5 31622.8 1
Peregrin
CHEMBL3132741
Kd 4.5 4.5 31622.8 1
Bromodomain and PHD finger-containing protein 3
CHEMBL3108644
Kd 4.5 4.5 31622.8 1
Nucleosome-remodeling factor subunit BPTF
CHEMBL3085621
Kd 4.5 4.5 31622.8 1
Bromodomain-containing protein 9
CHEMBL3108640
Kd 4.5 4.5 31622.8 1
Chromatin remodeling regulator CECR2
CHEMBL3108639
Kd 4.5 4.5 31622.8 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain-containing protein 2 Kd = 3.981 nM 8.4 Binding affinity to full length BRD2 BD1 in human HuT78 cell lysates incubated f... 32691589
Bromodomain-containing protein 3 Kd = 3.981 nM 8.4 Binding affinity to full length BRD3 BD1 in human HuT78 cell lysates incubated f... 32691589
Bromodomain-containing protein 2 Kd = 3.981 nM 8.4 BRD2 BD1 Chemoproteomics -
Bromodomain-containing protein 3 Kd = 3.981 nM 8.4 BRD3 BD1 Chemoproteomics -
Bromodomain-containing protein 4 Kd = 6.31 nM 8.2 Binding affinity to full length BRD4 BD1 in human HuT78 cell lysates incubated f... 32691589
Bromodomain-containing protein 4 Kd = 6.31 nM 8.2 BRD4 BD1 Chemoproteomics -
Bromodomain testis-specific protein Kd = 10.0 nM 8.0 Binding affinity to full length BRDT BD1 in human HuT78 cell lysates incubated f... 32691589
Bromodomain testis-specific protein Kd = 10.0 nM 8.0 BRDT BD1 Chemoproteomics -
Bromodomain-containing protein 3 Kd = 15.85 nM 7.8 Binding affinity to human partial length BRD3 bromodomain 1 (P24 to E144 residue... 32691589
Bromodomain-containing protein 3 Kd = 15.85 nM 7.8 BRD3 BD1 Bromoscan (DiscoverX) -
Bromodomain-containing protein 3 Kd = 15.85 nM 7.8 BRD3 (BD1) DiscoverX BROMOscan -
Bromodomain testis-specific protein Kd = 19.95 nM 7.7 Binding affinity to human partial length BRDT bromodomain 1 (N21 to E137 residue... 32691589
Bromodomain-containing protein 2 Kd = 19.95 nM 7.7 Binding affinity to human partial length BRD2 bromodomain 1 long isoform (K71 to... 32691589
Bromodomain-containing protein 4 Kd = 19.95 nM 7.7 Binding affinity to human partial length BRD4 bromodomain 1 long isoform (N44 to... 32691589
Bromodomain testis-specific protein Kd = 19.95 nM 7.7 BRDT (BD1) DiscoverX BROMOscan -
C-C motif chemokine 2 IC50 = 19.95 nM 7.7 LPS-PBMC assay (MCP-1) -
Unchecked IC50 = 19.95 nM 7.7 Inhibition of LPS-induced MCP1 production in PBMC (unknown origin) 32691589
Bromodomain-containing protein 4 Kd = 19.95 nM 7.7 BRD4 (BD1) DiscoverX BROMOscan -
Bromodomain testis-specific protein Kd = 19.95 nM 7.7 BRDT BD1 Bromoscan (DiscoverX) -
Bromodomain-containing protein 2 Kd = 19.95 nM 7.7 BRD2 BD1 Bromoscan (DiscoverX) -

Literature References

PubMed DOI Target Context # Activities
32691589 10.1021/acs.jmedchem.0c00614 Unchecked 22
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL4630905 Bromodomain testis-specific protein 9
- 10.6019/CHEMBL4630905 Bromodomain-containing protein 4 8
- 10.6019/CHEMBL4630905 Bromodomain-containing protein 3 8
- 10.6019/CHEMBL4630905 Bromodomain-containing protein 2 8
32691589 10.1021/acs.jmedchem.0c00614 Bromodomain-containing protein 4 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
- 10.6019/CHEMBL5303304 U2OS 5
38876176 10.1016/j.bmcl.2024.129848 Bromodomain-containing protein 4 5
32691589 10.1021/acs.jmedchem.0c00614 Bromodomain testis-specific protein 4
32691589 10.1021/acs.jmedchem.0c00614 Blood 4
32691589 10.1021/acs.jmedchem.0c00614 Bromodomain-containing protein 3 4
32691589 10.1021/acs.jmedchem.0c00614 Bromodomain-containing protein 2 4
- 10.6019/CHEMBL4630905 D(4) dopamine receptor 3
32691589 10.1021/acs.jmedchem.0c00614 Transcription initiation factor TFIID subunit 1 3
32691589 10.1021/acs.jmedchem.0c00614 ADMET 3
- 10.6019/CHEMBL4630905 GABA-A receptor; anion channel 2

Data from ChEMBL 36 via Core Engine