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Compound Detail

CHEMBL3597223

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COc1cc(Sc2c(-c3ccccc3)[nH]c3c(Cl)c(Cl)ccc23)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3597223
Phase Preclinical
Structure Type MOL
InChI Key NGOSBFUXHJANRG-UHFFFAOYSA-N
16
Targets
25
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

460.4
MW (Da)
7.32
ALogP
4
HBA
1
HBD
43.5
PSA (Ų)
0.33
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H19Cl2NO3S
MW 460.38
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -0.44

Activity Summary

IC50 25 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 9.22 8.1917 0.6 6
MCF7
CHEMBL387
 IC50 8.15 8.15 7.0 1
HeLa
CHEMBL399
 IC50 8.0 8.0 10.0 1
MV4-11
CHEMBL613835
 IC50 7.98 7.98 10.5 1
OVCAR-8
CHEMBL612555
 IC50 7.85 7.85 14.0 1
RD
CHEMBL614144
 IC50 7.8 7.8 16.0 2
T98G
CHEMBL614775
 IC50 7.79 7.79 16.3 1
PC-3
CHEMBL390
 IC50 7.72 6.22 19.0 2
MDA-MB-468
CHEMBL614335
 IC50 7.48 5.98 33.0 2
MDA-MB-231
CHEMBL400
 IC50 7.33 7.33 47.0 1
Unchecked
CHEMBL612545
 IC50 7.33 7.33 47.0 1
HepG2
CHEMBL395
 IC50 7.28 7.245 52.0 2
A549
CHEMBL392
 IC50 6.92 6.92 120.0 1
NCI-H1975
CHEMBL614348
 IC50 6.52 6.52 305.0 1
Tubulin
CHEMBL2095182
 IC50 5.92 5.92 1200.0 1
MDA-MB-436
CHEMBL4296465
 IC50 4.12 4.12 75000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 0.6 nM 9.22 Cytotoxicity against human U343MG cells assessed as growth inhibition after 48 h... 26132075
NON-PROTEIN TARGET IC50 = 3.5 nM 8.46 Cytotoxicity against human MESSA cells assessed as growth inhibition after 72 hr... 26132075
NON-PROTEIN TARGET IC50 = 4.5 nM 8.35 Cytotoxicity against human MESSA/DX5 cells assessed as growth inhibition after 7... 26132075
MCF7 IC50 = 7.0 nM 8.15 Cytotoxicity against human MCF7 cells assessed as growth inhibition after 48 hrs... 26132075
NON-PROTEIN TARGET IC50 = 10.0 nM 8.0 Cytotoxicity against human NB4 cells assessed as growth inhibition after 48 hrs ... 26132075
NON-PROTEIN TARGET IC50 = 10.0 nM 8.0 Cytotoxicity against Pgp overexpressing human NCI-ADR-RES cells assessed as grow... 26132075
HeLa IC50 = 10.0 nM 8.0 Cytotoxicity against human HeLa cells assessed as growth inhibition after 48 hrs... 26132075
MV4-11 IC50 = 10.5 nM 7.98 Cytotoxicity against human MV4-11 cells assessed as growth inhibition after 48 h... 26132075
OVCAR-8 IC50 = 14.0 nM 7.85 Cytotoxicity against human OVCAR8 cells assessed as growth inhibition after 48 h... 26132075
RD IC50 = 16.0 nM 7.8 Cytotoxicity against human RD cells assessed as growth inhibition after 48 hrs b... 26132075
RD IC50 = 16.0 nM 7.8 Antiproliferative activity against human RD cells assessed as cell growth inhibi... 38107170
T98G IC50 = 16.3 nM 7.79 Cytotoxicity against human T98G cells assessed as growth inhibition after 48 hrs... 26132075
PC-3 IC50 = 19.0 nM 7.72 Cytotoxicity against human PC3 cells assessed as growth inhibition after 48 hrs ... 26132075
MDA-MB-468 IC50 = 33.0 nM 7.48 Cytotoxicity against human MDA-MB-468 cells assessed as growth inhibition after ... 26132075
MDA-MB-231 IC50 = 47.0 nM 7.33 Cytotoxicity against human MDA-MB-231 cells assessed as growth inhibition after ... 26132075
Unchecked IC50 = 47.0 nM 7.33 Antiproliferative activity against human MDA-MB-23 cells assessed as reduction i... 38107170
HepG2 IC50 = 52.0 nM 7.28 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 38107170
HepG2 IC50 = 62.0 nM 7.21 Cytotoxicity against human HepG2 cells assessed as growth inhibition after 48 hr... 26132075
NON-PROTEIN TARGET IC50 = 75.0 nM 7.12 Cytotoxicity against human MDA-MB-436 cells assessed as growth inhibition after ... 26132075
A549 IC50 = 120.0 nM 6.92 Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs... 26132075

Literature References

PubMed DOI Target Context # Activities
26132075 10.1021/acs.jmedchem.5b00310 HeLa 21
26132075 10.1021/acs.jmedchem.5b00310 NON-PROTEIN TARGET 12
26132075 10.1021/acs.jmedchem.5b00310 HepG2 4
26132075 10.1021/acs.jmedchem.5b00310 RD 4
26132075 10.1021/acs.jmedchem.5b00310 PC-3 4
26132075 10.1021/acs.jmedchem.5b00310 T98G 3
26132075 10.1021/acs.jmedchem.5b00310 MDA-MB-468 3
26132075 10.1021/acs.jmedchem.5b00310 MDA-MB-231 3
26132075 10.1021/acs.jmedchem.5b00310 Tubulin 2
26132075 10.1021/acs.jmedchem.5b00310 Unchecked 2
26132075 10.1021/acs.jmedchem.5b00310 OVCAR-8 1
26132075 10.1021/acs.jmedchem.5b00310 NCI-H1975 1
26132075 10.1021/acs.jmedchem.5b00310 A549 1
26132075 10.1021/acs.jmedchem.5b00310 MV4-11 1
26132075 10.1021/acs.jmedchem.5b00310 MCF7 1
26132075 10.1021/acs.jmedchem.5b00310 Protein smoothened 1
26132075 10.1021/acs.jmedchem.5b00310 ADMET 1
26132075 10.1021/acs.jmedchem.5b00310 Liver microsome 1
26132075 10.1021/acs.jmedchem.5b00310 Liver 1
26132075 10.1021/acs.jmedchem.5b00310 No relevant target 1

Data from ChEMBL 36 via Core Engine