Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1272023

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cc(C(=O)c2c[nH]c(-c3ccc(C)cc3)n2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1272023
Phase Preclinical
Structure Type MOL
InChI Key NQHVDNDKHQBFKP-UHFFFAOYSA-N
12
Targets
20
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

352.4
MW (Da)
3.64
ALogP
5
HBA
1
HBD
73.4
PSA (Ų)
0.69
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 C20H20N2O4
MW 352.39
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.29

Activity Summary

IC50 20 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-435
CHEMBL614697
 IC50 8.3 8.3 5.0 1
RPMI-7951
CHEMBL612447
 IC50 8.19 8.19 6.4 1
M14
CHEMBL614317
 IC50 8.16 8.16 6.9 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.1 7.8 8.0 3
PC-3
CHEMBL390
 IC50 8.05 8.05 9.0 2
A-375
CHEMBL613859
 IC50 8.05 7.9433 9.0 3
PPC-1
CHEMBL1626502
 IC50 7.96 7.89 11.0 2
DU-145
CHEMBL613508
 IC50 7.96 7.89 11.0 2
MDA-MB-453
CHEMBL614334
 IC50 7.94 7.94 11.4 1
LNCaP
CHEMBL612518
 IC50 7.92 7.92 12.0 2
SK-BR-3
CHEMBL613834
 IC50 7.9 7.9 12.5 1
MDA-MB-231
CHEMBL400
 IC50 7.6 7.6 25.3 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.2 hr Mus musculus
T1/2 0.3333 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-435 IC50 = 5.0 nM 8.3 Cytotoxicity against human MDA-MB-435 cells assessed as growth inhibition after ... 23547728
RPMI-7951 IC50 = 6.4 nM 8.19 Antiproliferative activity against human RPMI7951 cells measured after 72 hrs by... 31860298
M14 IC50 = 6.9 nM 8.16 Antiproliferative activity against human M14 cells measured after 72 hrs by MTS ... 31860298
NON-PROTEIN TARGET IC50 = 8.0 nM 8.1 Cytotoxicity against human WM164 cells after 48 hrs by sulforhodamine B assay 20919720
A-375 IC50 = 9.0 nM 8.05 Cytotoxicity against human A375 cells after 48 hrs by sulforhodamine B assay 20919720
PC-3 IC50 = 9.0 nM 8.05 Cytotoxicity against human PC3 cells after 48 hrs by sulforhodamine B assay 20919720
A-375 IC50 = 9.0 nM 8.05 Cytotoxicity against human A375 cells assessed as growth inhibition after 48 hrs... 23547728
PC-3 IC50 = 9.0 nM 8.05 Cytotoxicity against human PC3 cells assessed as growth inhibition after 96 hrs ... 23547728
DU-145 IC50 = 11.0 nM 7.96 Cytotoxicity against human DU145 cells assessed as growth inhibition after 96 hr... 23547728
NON-PROTEIN TARGET IC50 = 11.0 nM 7.96 Cytotoxicity against human MDA-MB-435/LCC6MDR1 cells assessed as growth inhibiti... 23547728
PPC-1 IC50 = 11.0 nM 7.96 Cytotoxicity against human PPC1 cells after 48 hrs by sulforhodamine B assay 20919720
MDA-MB-453 IC50 = 11.4 nM 7.94 Antiproliferative activity against human MDA-MB-453 cells measured after 72 hrs ... 31860298
LNCaP IC50 = 12.0 nM 7.92 Cytotoxicity against human LNCAP cells after 48 hrs by sulforhodamine B assay 20919720
LNCaP IC50 = 12.0 nM 7.92 Cytotoxicity against human LNCAP cells assessed as growth inhibition after 96 hr... 23547728
SK-BR-3 IC50 = 12.5 nM 7.9 Antiproliferative activity against human SK-BR-3 cells measured after 72 hrs by ... 31860298
DU-145 IC50 = 15.0 nM 7.82 Cytotoxicity against human DU145 cells after 48 hrs by sulforhodamine B assay 20919720
PPC-1 IC50 = 15.0 nM 7.82 Cytotoxicity against human PPC1 cells assessed as growth inhibition after 96 hrs... 23547728
A-375 IC50 = 18.7 nM 7.73 Antiproliferative activity against human A375 cells measured after 72 hrs by MTS... 31860298
MDA-MB-231 IC50 = 25.3 nM 7.6 Antiproliferative activity against human MDA-MB-231 cells measured after 72 hrs ... 31860298
NON-PROTEIN TARGET IC50 = 46.0 nM 7.34 Cytotoxicity against mouse B16-F1 cells after 48 hrs by sulforhodamine B assay 20919720

Literature References

PubMed DOI Target Context # Activities
21775150 10.1016/j.bmc.2011.06.084 Liver microsomes 3
20919720 10.1021/jm100884b NON-PROTEIN TARGET 2
21775150 10.1016/j.bmc.2011.06.084 Liver 2
31860298 10.1021/acs.jmedchem.9b01815 Tubulin 1
20919720 10.1021/jm100884b A-375 1
31860298 10.1021/acs.jmedchem.9b01815 SK-BR-3 1
31860298 10.1021/acs.jmedchem.9b01815 MDA-MB-453 1
31860298 10.1021/acs.jmedchem.9b01815 MDA-MB-231 1
23547728 10.1021/jm4001117 LNCaP 1
23547728 10.1021/jm4001117 PC-3 1
23547728 10.1021/jm4001117 PPC-1 1
23547728 10.1021/jm4001117 DU-145 1
23547728 10.1021/jm4001117 A-375 1
23547728 10.1021/jm4001117 MDA-MB-435 1
23547728 10.1021/jm4001117 NON-PROTEIN TARGET 1
21775150 10.1016/j.bmc.2011.06.084 Unchecked 1
20919720 10.1021/jm100884b Unchecked 1
20919720 10.1021/jm100884b PPC-1 1
20919720 10.1021/jm100884b DU-145 1
20919720 10.1021/jm100884b PC-3 1

Data from ChEMBL 36 via Core Engine