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Compound Detail

CHEMBL3814752

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C[C@@H]1CC(=O)Nc2cccc(-c3ccc4c(c3)c(-c3cnn(C)c3)nn4C)c2N1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3814752
Phase Preclinical
Structure Type MOL
InChI Key BFTKDWYIRJGJCA-CYBMUJFWSA-N
9
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

386.5
MW (Da)
3.78
ALogP
6
HBA
2
HBD
76.8
PSA (Ų)
0.55
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H22N6O
MW 386.46
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -0.99

Activity Summary

IC50 15 meas. best 7.86
EC50 2 meas. best 6.52
Kd 2 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CREB-binding protein
CHEMBL5747
 IC50 7.86 7.6333 13.9 3
CREB-binding protein
CHEMBL5747
 Kd 7.52 7.345 30.0 2
Histone acetyltransferase p300
CHEMBL3784
 IC50 7.29 7.29 51.0 1
CREB-binding protein
CHEMBL5747
 EC50 6.52 6.52 300.0 1
CREB-binding protein/Histone acetyltransferase p300
CHEMBL3883300
 EC50 6.22 6.22 600.0 1
LNCaP
CHEMBL612518
 IC50 6.19 6.19 650.0 1
Bromodomain-containing protein 9
CHEMBL3108640
 IC50 6.14 6.14 730.0 2
CWR22R
CHEMBL612657
 IC50 5.5 5.5 3130.0 1
LNCaP C4-2B
CHEMBL4296461
 IC50 5.47 5.47 3350.0 1
Chromatin remodeling regulator CECR2
CHEMBL3108639
 IC50 5.11 5.11 7700.0 2
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 4.96 4.8925 11000.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CREB-binding protein IC50 = 13.95 nM 7.86 Inhibition of His6-tagged human CBP bromodomain (1081 to 1197 residues) expresse... 34962793
CREB-binding protein IC50 = 30.0 nM 7.52 Displacement of biotinylated ligand from recombinant His-tagged CBP (unknown ori... 27190605
CREB-binding protein IC50 = 30.0 nM 7.52 Inhibition of His tagged recombinant CBP (unknown origin) by TR-FRET assay 29155580
CREB-binding protein Kd = 30.0 nM 7.52 Binding affinity to human CBP at 17 uM by isothermal titration calorimetry 27190605
Histone acetyltransferase p300 IC50 = 51.0 nM 7.29 Displacement of biotinylated ligand from recombinant His-tagged EP300 (unknown o... 27190605
CREB-binding protein Kd = 68.0 nM 7.17 Binding affinity to His6-tagged human CBP bromodomain (1081 to 1197 residues) ex... 34962793
CREB-binding protein EC50 = 300.0 nM 6.52 Inhibition of Halo-tagged histone H3.3 binding to CBP (unknown origin) expressed... 27190605
CREB-binding protein/Histone acetyltransferase p300 EC50 = 600.0 nM 6.22 Inhibition of CBP/EP300 in human AMO1 cells assessed as reduction in MYC express... 27190605
LNCaP IC50 = 650.0 nM 6.19 Antiproliferative activity against human LNCaP cells assessed as cell growth inh... 34962793
Bromodomain-containing protein 9 IC50 = 730.0 nM 6.14 Inhibition of His tagged recombinant BRD9 (unknown origin) by TR-FRET assay 29155580
Bromodomain-containing protein 9 IC50 = 730.0 nM 6.14 Displacement of biotinylated ligand from recombinant His-tagged BRD9 (unknown or... 27190605
CWR22R IC50 = 3130.0 nM 5.5 Antiproliferative activity against human 22Rv1 cells assessed as cell growth inh... 34962793
LNCaP C4-2B IC50 = 3350.0 nM 5.47 Antiproliferative activity against human LNCaP C4-2B cells assessed as inhibitio... 34962793
Chromatin remodeling regulator CECR2 IC50 = 7700.0 nM 5.11 Displacement of biotinylated ligand from recombinant His-tagged CECR2 (unknown o... 27190605
Chromatin remodeling regulator CECR2 IC50 = 7700.0 nM 5.11 Inhibition of His tagged recombinant CECR2 (unknown origin) by TR-FRET assay 29155580
Bromodomain-containing protein 4 IC50 = 11000.0 nM 4.96 Displacement of biotinylated ligand from recombinant His-tagged BRD4 bromodomain... 27190605
Bromodomain-containing protein 4 IC50 = 11000.0 nM 4.96 Inhibition of His tagged recombinant BRD4 bromodomain 1 (unknown origin) by TR-F... 29155580
Bromodomain-containing protein 4 IC50 = 12000.0 nM 4.92 Inhibition of BRD4 BD1 (unknown origin) by ALPHAScreen assay 32882416
Bromodomain-containing protein 4 IC50 = 18800.0 nM 4.73 Inhibition of BRD4 BD2 (unknown origin) by ALPHAScreen assay 32882416

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724801 HEK-293T 304
- 10.6019/CHEMBL5058577 Fibroblast 304
- 10.6019/CHEMBL5058577 U2OS 304
- 10.6019/CHEMBL5058577 HEK-293T 304
- 10.6019/CHEMBL5724801 Fibroblast 304
- 10.6019/CHEMBL5724801 U2OS 304
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5058564 HEK-293T 9
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.6019/CHEMBL5058564 U2OS 5
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
27190605 10.1021/acsmedchemlett.6b00075 CREB-binding protein 4
34962793 10.1021/acs.jmedchem.1c01864 CREB-binding protein 3
34962793 10.1021/acs.jmedchem.1c01864 Bromodomain testis-specific protein 2
34962793 10.1021/acs.jmedchem.1c01864 Bromodomain-containing protein 3 2
34962793 10.1021/acs.jmedchem.1c01864 Bromodomain-containing protein 2 2
34962793 10.1021/acs.jmedchem.1c01864 Bromodomain-containing protein 4 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
32882416 10.1016/j.bmcl.2020.127480 Bromodomain-containing protein 4 2

Data from ChEMBL 36 via Core Engine