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Compound Detail

CHEMBL3622373

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COc1ccc(CCc2nc3cc(-c4c(C)noc4C)ccc3n2C[C@H](C)N2CCOCC2)cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3622373
Phase Preclinical
Structure Type MOL
InChI Key GEPYBHCJBORHCE-SFHVURJKSA-N
9
Targets
48
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

509.1
MW (Da)
5.48
ALogP
7
HBA
0
HBD
65.5
PSA (Ų)
0.31
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C28H33ClN4O3
MW 509.05
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -1.53

Activity Summary

IC50 24 meas. best 7.55
Kd 22 meas. best 7.68
EC50 2 meas. best 5.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 Kd 7.68 7.68 21.0 1
CREB-binding protein
CHEMBL5747
 Kd 7.68 7.68 21.0 9
CREB-binding protein
CHEMBL5747
 IC50 7.55 7.0555 28.0 11
Histone acetyltransferase p300
CHEMBL3784
 Kd 7.5 7.48 32.0 6
Histone acetyltransferase p300
CHEMBL3784
 IC50 7.17 6.905 67.0 2
Bromodomain-containing protein 4
CHEMBL1163125
 Kd 6.07 5.754 850.0 5
MOLM-13
CHEMBL3706572
 IC50 5.82 5.82 1530.0 1
Cellular tumor antigen p53
CHEMBL4096
 IC50 5.82 5.815 1500.0 2
MCF7
CHEMBL387
 IC50 5.62 5.62 2390.0 1
OPM-2
CHEMBL2366353
 IC50 5.58 5.58 2640.0 1
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 EC50 5.57 5.365 2700.0 2
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 5.5 5.108 3200.0 5
SCC-9
CHEMBL1075571
 IC50 5.19 5.19 6420.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CREB-binding protein/Histone acetyltransferase p300 Kd = 21.0 nM 7.68 Binding affinity to human N-terminal His10-tagged/C-terminal Biotin-tagged CBP (... 27673482
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to human CBP by isothermal titration calorimetric analysis 26572217
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to human CBP by ITC analysis 26086931
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to recombinant human His-tagged CBP bromodomain expressed in ba... 29170712
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to human CBP by isothermal titration calorimetry 33045661
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to human CBP measured at 15 degreeC by ITC assay 33872011
CREB-binding protein Kd = 21.0 nM 7.68 Affinity Biochemical interaction (ITC) EUB0000208c CREBBP -
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to human CBP assessed as dissociation constant by isothermal ti... 36695774
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to human CBP by ITC method 38649304
CREB-binding protein Kd = 21.0 nM 7.68 Binding affinity to CBP (unknown origin) assessed as dissociation constant by IT... 38477974
CREB-binding protein IC50 = 28.0 nM 7.55 Inhibition of His-tagged CBP (unknown origin) using biotinylated-H3K56ac peptide... 33872011
CREB-binding protein IC50 = 30.0 nM 7.52 Displacement of biotinylated ligand from CBP (unknown origin) by TR-FRET assay 27682507
Histone acetyltransferase p300 Kd = 32.0 nM 7.5 Binding affinity to human p300 by ITC analysis 26086931
Histone acetyltransferase p300 Kd = 32.0 nM 7.5 Binding affinity to recombinant human His-tagged EP300 expressed in bacterial ex... 29170712
Histone acetyltransferase p300 Kd = 32.0 nM 7.5 Binding affinity to human p300 by ITC method 38649304
Histone acetyltransferase p300 Kd = 32.0 nM 7.5 Binding affinity to p300 (unknown origin) assessed as dissociation constant by I... 38477974
Histone acetyltransferase p300 Kd = 35.0 nM 7.46 Binding affinity to human P300 assessed as dissociation constant by isothermal t... 36695774
Histone acetyltransferase p300 Kd = 38.0 nM 7.42 Affinity Biochemical interaction (ITC) EUB0000208c EP300 -
CREB-binding protein IC50 = 64.0 nM 7.19 Inhibition of human CBP by FRET assay 33872011
CREB-binding protein IC50 = 64.0 nM 7.19 Inhibition of human CREBBP by FRET assay 28375629

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL4689842 Fibroblast 10
- 10.6019/CHEMBL4689842 HEK-293T 9
26261308 10.1073/pnas.1501956112 Protein polybromo-1 7
- 10.6019/CHEMBL4689842 U2OS 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
26261308 10.1073/pnas.1501956112 Bromodomain-containing protein 4 5
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
31476112 10.15252/emmm.201809930 Histone acetyltransferase p300 5
33691794 10.1186/s13148-021-01037-1 A549 4
26261308 10.1073/pnas.1501956112 CREB-binding protein 4
33872011 10.1021/acs.jmedchem.0c02232 CREB-binding protein 3
26261308 10.1073/pnas.1501956112 Chromatin remodeling regulator CECR2 3
26261308 10.1073/pnas.1501956112 PH-interacting protein 3
35569250 10.1016/j.bmc.2022.116784 OPM-2 3
26261308 10.1073/pnas.1501956112 Transcription initiation factor TFIID subunit 1 3
26261308 10.1073/pnas.1501956112 Histone acetyltransferase p300 3
26261308 10.1073/pnas.1501956112 Nucleosome-remodeling factor subunit BPTF 2
26261308 10.1073/pnas.1501956112 Peregrin 2

Data from ChEMBL 36 via Core Engine