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Compound Detail

CHEMBL1940255

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COc1cc(Sc2c(-c3cc[nH]c3)[nH]c3ccccc23)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1940255
Phase Preclinical
Structure Type MOL
InChI Key XISVEIOXCSGBQZ-UHFFFAOYSA-N
13
Targets
15
Activities
1
Assay Types
8
PK Parameters
18
Publications
0
Known Names

Molecular Properties

380.5
MW (Da)
5.34
ALogP
4
HBA
2
HBD
59.3
PSA (Ų)
0.47
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 C21H20N2O3S
MW 380.47
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -0.22

Activity Summary

IC50 15 meas. best 8.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.2 7.9 6.3 2
MCF7
CHEMBL387
 IC50 7.7 7.7 20.0 1
A2780
CHEMBL614004
 IC50 7.67 7.67 21.5 1
HUVEC
CHEMBL613979
 IC50 7.52 7.52 30.0 1
ADMET
CHEMBL612558
 IC50 7.48 7.35 33.0 2
A10
CHEMBL614513
 IC50 7.4 7.4 40.0 1
OVCAR-8
CHEMBL612555
 IC50 7.16 7.16 70.0 1
A549
CHEMBL392
 IC50 7.1 7.1 80.0 1
OVCAR-3
CHEMBL614213
 IC50 7.09 7.09 81.0 1
HT-29
CHEMBL384
 IC50 7.0 7.0 100.0 1
HeLa
CHEMBL399
 IC50 6.4 6.4 400.0 1
PC-3
CHEMBL390
 IC50 6.3 6.3 500.0 1
Unchecked
CHEMBL612545
 IC50 5.92 5.92 1200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2905.77 ng.hr.mL-1 Mus musculus
AUC 9721.92 ng.hr.mL-1 Mus musculus
CL 28.6 mL.min-1.kg-1 Mus musculus
Cmax 93.75 nM Mus musculus
Cmax 3521.96 nM Mus musculus
F 110.0 % Mus musculus
T1/2 0.6667 hr Mus musculus
Tmax 2.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 6.3 nM 8.2 Growth inhibition of human A2780cis cells 22044164
MCF7 IC50 = 20.0 nM 7.7 Growth inhibition of human MCF7 cells after 96 hrs 22044164
A2780 IC50 = 21.5 nM 7.67 Growth inhibition of human drug sensitive wild type A2780 cells 22044164
NON-PROTEIN TARGET IC50 = 25.0 nM 7.6 Growth inhibition of doxorubicin-resistant human NCI-ADR-RES cells overexpressin... 22044164
HUVEC IC50 = 30.0 nM 7.52 Growth inhibition of HUVEC cells after 48 hrs by MTT assay 22044164
ADMET IC50 = 33.0 nM 7.48 Growth inhibition of human HSMC cells after 48 hrs by MTT assay 22044164
A10 IC50 = 40.0 nM 7.4 Growth inhibition of rat A10 cells after 48 hrs by MTT assay 22044164
ADMET IC50 = 60.0 nM 7.22 Growth inhibition of potorous tridactylus PtK2 cells after 48 hrs by MTT assay 22044164
OVCAR-8 IC50 = 70.0 nM 7.16 Growth inhibition of human OVCAR8 cells overexpressing P-glycoprotein after 96 h... 22044164
A549 IC50 = 80.0 nM 7.1 Antiproliferative activity against human A549 cells assessed as growth inhibitio... 22044164
OVCAR-3 IC50 = 81.0 nM 7.09 Growth inhibition of human cisplatin-resistant OVCAR3 cells 22044164
HT-29 IC50 = 100.0 nM 7.0 Antiproliferative activity against human HT-29 cells assessed as growth inhibiti... 22044164
HeLa IC50 = 400.0 nM 6.4 Antiproliferative activity against human HeLa cells assessed as growth inhibitio... 22044164
PC-3 IC50 = 500.0 nM 6.3 Antiproliferative activity against human PC3 cells assessed as growth inhibition... 22044164
Unchecked IC50 = 1200.0 nM 5.92 Inhibition of tubulin polymerization after 15 mins preincubation measured after ... 22044164

Literature References

PubMed DOI Target Context # Activities
22044164 10.1021/jm2012886 Mus musculus 10
22044164 10.1021/jm2012886 HeLa 9
22044164 10.1021/jm2012886 NCI/ADR-RES 3
22044164 10.1021/jm2012886 A2780 3
22044164 10.1021/jm2012886 ADMET 2
22044164 10.1021/jm2012886 NON-PROTEIN TARGET 2
22044164 10.1021/jm2012886 Unchecked 2
22044164 10.1021/jm2012886 A549 1
22044164 10.1021/jm2012886 No relevant target 1
22044164 10.1021/jm2012886 Liver 1
22044164 10.1021/jm2012886 Liver microsomes 1
22044164 10.1021/jm2012886 MCF7 1
22044164 10.1021/jm2012886 PC-3 1
22044164 10.1021/jm2012886 HT-29 1
22044164 10.1021/jm2012886 OVCAR-3 1
22044164 10.1021/jm2012886 OVCAR-8 1
22044164 10.1021/jm2012886 A10 1
22044164 10.1021/jm2012886 HUVEC 1

Data from ChEMBL 36 via Core Engine