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Compound Detail

CHEMBL210806

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COc1cc(/C=C\Cc2cc(O)c3ccsc3c2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL210806
Phase Preclinical
Structure Type MOL
InChI Key PFXLWGSECSGAJQ-XQRVVYSFSA-N
10
Targets
12
Activities
1
Assay Types
5
PK Parameters
11
Publications
0
Known Names

Molecular Properties

356.4
MW (Da)
4.89
ALogP
5
HBA
1
HBD
47.9
PSA (Ų)
0.68
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20O4S
MW 356.44
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness 0.21

Activity Summary

IC50 12 meas. best 7.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HUVEC
CHEMBL613979
 IC50 7.31 7.31 49.0 1
MCF7-DOX
CHEMBL614326
 IC50 7.27 7.27 54.0 1
MCF7
CHEMBL387
 IC50 7.18 7.18 66.0 1
MeWo
CHEMBL613300
 IC50 7.17 7.17 68.0 1
A2780
CHEMBL614004
 IC50 7.16 7.09 70.0 2
NCI-H460
CHEMBL396
 IC50 7.13 7.13 74.0 1
HCT-116
CHEMBL394
 IC50 7.08 7.08 84.0 1
BMEC
CHEMBL613880
 IC50 7.06 7.06 87.0 1
IGROV-1
CHEMBL613984
 IC50 6.55 6.55 280.0 1
Tubulin
CHEMBL2095182
 IC50 5.94 5.275 1160.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 5000.0 ng.hr.mL-1 Mus musculus
AUC 5020.0 ng.hr.mL-1 Mus musculus
Cmax 22893.05 nM Mus musculus
T1/2 1.72 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HUVEC IC50 = 49.0 nM 7.31 Antiproliferative activity against human HUVEC 16722633
MCF7-DOX IC50 = 54.0 nM 7.27 Antiproliferative activity against doxorubicin-resistant human MCF7-dx cells 16722633
MCF7 IC50 = 66.0 nM 7.18 Antiproliferative activity against human MCF7 cells 16722633
MeWo IC50 = 68.0 nM 7.17 Antiproliferative activity against human MeWo cells 16722633
A2780 IC50 = 70.0 nM 7.16 Antiproliferative activity against human A2780 cells 16722633
NCI-H460 IC50 = 74.0 nM 7.13 Antiproliferative activity against human H460 cells 16722633
HCT-116 IC50 = 84.0 nM 7.08 Antiproliferative activity against human HCT116 cells 16722633
BMEC IC50 = 87.0 nM 7.06 Antiproliferative activity against bovine BMEC 16722633
A2780 IC50 = 95.0 nM 7.02 Antiproliferative activity against doxorubicin-resistant human A2780-dx cells 16722633
IGROV-1 IC50 = 280.0 nM 6.55 Antiproliferative activity against human IGROV1 cells 16722633
Tubulin IC50 = 1160.0 nM 5.94 Displacement of [3H]colchicine from tubulin by scintillation proximity assay 16722633
Tubulin IC50 = 24600.0 nM 4.61 Inhibition of tubulin polymerization 16722633

Literature References

PubMed DOI Target Context # Activities
16722633 10.1021/jm0510732 NCI-H460 10
16722633 10.1021/jm0510732 Mus musculus 7
16722633 10.1021/jm0510732 Tubulin 2
16722633 10.1021/jm0510732 A2780 2
16722633 10.1021/jm0510732 BMEC 1
16722633 10.1021/jm0510732 HUVEC 1
16722633 10.1021/jm0510732 HCT-116 1
16722633 10.1021/jm0510732 MeWo 1
16722633 10.1021/jm0510732 MCF7 1
16722633 10.1021/jm0510732 MCF7-DOX 1
16722633 10.1021/jm0510732 IGROV-1 1

Data from ChEMBL 36 via Core Engine