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Compound Detail

CHEMBL3769507

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CCn1cc(-c2cccc(C(F)(F)F)c2)c2sc(C(=N)NC3CCS(=O)(=O)CC3)cc2c1=O

Basic Information

ChEMBL ID CHEMBL3769507
Phase Preclinical
Structure Type MOL
InChI Key WRUWGLUCNBMGPS-UHFFFAOYSA-N
11
Targets
38
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

497.6
MW (Da)
4.26
ALogP
6
HBA
2
HBD
92.0
PSA (Ų)
0.42
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C22H22F3N3O3S2
MW 497.56
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -1.42

Activity Summary

IC50 27 meas. best 8.1
Kd 10 meas. best 8.7
Ki 1 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bromodomain-containing protein 9
CHEMBL3108640
Kd 8.7 8.2767 2.0 3
Bromodomain-containing protein 9
CHEMBL3108640
Ki 8.7 8.7 2.0 1
G-401
CHEMBL613509
IC50 8.1 6.048 8.0 5
Bromodomain-containing protein 9
CHEMBL3108640
IC50 7.98 7.1971 10.4 7
Chromatin remodeling regulator CECR2
CHEMBL3108639
Kd 6.85 6.85 140.0 1
Bromodomain-containing protein 7
CHEMBL3085622
Kd 6.83 6.51 148.0 4
Chromatin remodeling regulator CECR2
CHEMBL3108639
IC50 6.71 6.71 195.6 1
CREB-binding protein
CHEMBL5747
Kd 6.13 6.13 740.0 1
Histone acetyltransferase p300
CHEMBL3784
Kd 6.11 6.11 770.0 1
BT-12
CHEMBL6066736
IC50 6.03 4.992 940.0 5
CREB-binding protein
CHEMBL5747
IC50 5.51 5.51 3054.0 1
Bromodomain-containing protein 4
CHEMBL1163125
IC50 5.3 5.125 5011.9 2
Peregrin
CHEMBL3132741
IC50 5.28 5.28 5198.0 1
Unchecked
CHEMBL612545
IC50 5.15 5.0633 7100.0 3
CHLA-266
CHEMBL6066737
IC50 4.88 4.745 13300.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bromodomain-containing protein 9 Ki = 1.995 nM 8.7 Binding affinity to human partial length BRD9 (R130 to V259 residues) expressed ... 32410449
Bromodomain-containing protein 9 Kd = 1.995 nM 8.7 Binding affinity to BRD9 (unknown origin) 32410449
Bromodomain-containing protein 9 Kd = 1.995 nM 8.7 Binding affinity to partial length human BRD9 by BROMOscan assay 25856009
G-401 IC50 = 8.0 nM 8.1 Anti-proliferative activity against human G-401 cells assessed as inhibition cel... 28714904
Bromodomain-containing protein 9 IC50 = 10.4 nM 7.98 Homogeneous Time Resolved Fluorescence (HTRF) assay. Domain start/stop: L14-Q143 25856009
Bromodomain-containing protein 9 Kd = 37.0 nM 7.43 Binding affinity to recombinant human His-tagged BRD9 (134 to 239 residues) expr... 32091206
Bromodomain-containing protein 9 IC50 = 50.12 nM 7.3 Inhibition of BRD9 (unknown origin) incubated in dark for 30 mins by TR-FRET ass... 25856009
Bromodomain-containing protein 9 IC50 = 50.1 nM 7.3 Affinity Biochemical interaction (Time-Resolved FRET assay) EUB0000247b BRD9 -
Bromodomain-containing protein 9 IC50 = 79.4 nM 7.1 Affinity On-target Cellular interaction (Western Blot (chemoproteomic competitio... -
Bromodomain-containing protein 9 IC50 = 79.43 nM 7.1 Inhibition of BRD9 in human HUT78 cells incubated for 45 mins by chemoproteomic ... 25856009
G-401 IC50 = 96.0 nM 7.02 Anti-proliferative activity against human G-401 cells assessed as inhibition cel... 28714904
Chromatin remodeling regulator CECR2 Kd = 140.0 nM 6.85 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000247b CECR2 -
Bromodomain-containing protein 7 Kd = 148.0 nM 6.83 Binding affinity to recombinant human His-tagged BRD7 (129 to 250 residues) expr... 32091206
Bromodomain-containing protein 9 IC50 = 158.49 nM 6.8 Binding affinity to BRD9 (amino acids 120-240) (unknown origin) assessed as disp... 25856009
Bromodomain-containing protein 9 IC50 = 158.5 nM 6.8 Selectivity interaction (NanoBRET assay (HEK293T cells)) EUB0000247b BRD9 -
Chromatin remodeling regulator CECR2 IC50 = 195.6 nM 6.71 Alphascreen assay. Binding to CECR2A (domain start/stop: P420-D543) by alphascre... 25856009
Bromodomain-containing protein 7 Kd = 390.0 nM 6.41 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000247b BRD7 -
Bromodomain-containing protein 7 Kd = 398.11 nM 6.4 Binding affinity to BRD7 (unknown origin) 32410449
Bromodomain-containing protein 7 Kd = 398.11 nM 6.4 Binding affinity to partial length human BRD7 by BROMOscan assay 25856009
CREB-binding protein Kd = 740.0 nM 6.13 Selectivity interaction (BROMOscan™ panel (DiscoverX)) EUB0000247b CREBBP -

Literature References

PubMed DOI Target Context # Activities
25856009 10.1021/acs.jmedchem.5b00256 Unchecked 38
28714904 10.3390/ijms18071537 G-401 17
28714904 10.3390/ijms18071537 BT-12 16
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
25856009 10.1021/acs.jmedchem.5b00256 Bromodomain-containing protein 9 11
28714904 10.3390/ijms18071537 CHLA-266 11
- 10.6019/CHEMBL4689842 Fibroblast 8
- 10.6019/CHEMBL4689842 HEK-293T 8
- 10.6019/CHEMBL4689842 U2OS 8
25856009 10.1021/acs.jmedchem.5b00256 Protein polybromo-1 7
- 10.6019/CHEMBL5608141 Colon cancer organoid 6
- 10.1158/2159-8290.CD-23-0050 Colon cancer organoid 5
25856009 10.1021/acs.jmedchem.5b00256 Peregrin 4
25856009 10.1021/acs.jmedchem.5b00256 Bromodomain-containing protein 4 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
33691794 10.1186/s13148-021-01037-1 A549 4
25856009 10.1021/acs.jmedchem.5b00256 Chromatin remodeling regulator CECR2 4
25856009 10.1021/acs.jmedchem.5b00256 Bromodomain-containing protein 3 3
28714904 10.3390/ijms18071537 Unchecked 3

Data from ChEMBL 36 via Core Engine