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Compound Detail

CHEMBL3114589

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COc1ccc(NC2CC(C)(C)OC3=C2C(=O)c2ccccc2C3=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3114589
Phase Preclinical
Structure Type MOL
InChI Key SGUSEXOKZCOCFX-UHFFFAOYSA-N
13
Targets
15
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

363.4
MW (Da)
4.01
ALogP
5
HBA
1
HBD
64.6
PSA (Ų)
0.89
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H21NO4
MW 363.41
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.40

Activity Summary

IC50 15 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HL-60
CHEMBL383
 IC50 7.16 6.94 70.0 2
HCT-116
CHEMBL394
 IC50 6.48 6.48 330.0 1
OVCAR-8
CHEMBL612555
 IC50 6.36 6.36 440.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.33 6.245 470.0 2
MX1
CHEMBL613704
 IC50 6.28 6.28 520.0 1
PC-3
CHEMBL390
 IC50 6.26 6.26 550.0 1
MDA-MB-435
CHEMBL614697
 IC50 6.24 6.24 580.0 1
L929
CHEMBL612267
 IC50 6.13 6.13 740.0 1
SF-295
CHEMBL614908
 IC50 6.13 6.13 740.0 1
DU-145
CHEMBL613508
 IC50 6.06 6.06 880.0 1
V79
CHEMBL614074
 IC50 6.02 6.02 960.0 1
MCF7
CHEMBL387
 IC50 5.99 5.99 1020.0 1
PBMC
CHEMBL613107
 IC50 5.75 5.75 1760.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HL-60 IC50 = 70.0 nM 7.16 Anticancer activity against human HL60 cells 31306817
HL-60 IC50 = 190.0 nM 6.72 Cytotoxicity against human HL60 cells assessed as cell viability after 72 hrs by... 24530030
HCT-116 IC50 = 330.0 nM 6.48 Cytotoxicity against human HCT116 cells assessed as cell viability after 72 hrs ... 24530030
OVCAR-8 IC50 = 440.0 nM 6.36 Cytotoxicity against human OVCAR8 cells assessed as cell viability after 72 hrs ... 24530030
NON-PROTEIN TARGET IC50 = 470.0 nM 6.33 Cytotoxicity against human HCT8 cells assessed as cell viability after 72 hrs by... 24530030
MX1 IC50 = 520.0 nM 6.28 Cytotoxicity against human MX1 cells assessed as cell viability after 72 hrs by ... 24530030
PC-3 IC50 = 550.0 nM 6.26 Cytotoxicity against human PC3 cells assessed as cell viability after 72 hrs by ... 24530030
MDA-MB-435 IC50 = 580.0 nM 6.24 Cytotoxicity against human MDA-MB-435 cells assessed as cell viability after 72 ... 24530030
NON-PROTEIN TARGET IC50 = 690.0 nM 6.16 Cytotoxicity against human Hs578T cells assessed as cell viability after 72 hrs ... 24530030
L929 IC50 = 740.0 nM 6.13 Cytotoxicity against mouse L929 cells assessed as cell viability after 72 hrs by... 24530030
SF-295 IC50 = 740.0 nM 6.13 Cytotoxicity against human SF295 cells assessed as cell viability after 72 hrs b... 24530030
DU-145 IC50 = 880.0 nM 6.06 Cytotoxicity against human DU145 cells assessed as cell viability after 72 hrs b... 24530030
V79 IC50 = 960.0 nM 6.02 Cytotoxicity against chinese hamster V79 cells assessed as cell viability after ... 24530030
MCF7 IC50 = 1020.0 nM 5.99 Cytotoxicity against human MCF7 cells assessed as cell viability after 72 hrs by... 24530030
PBMC IC50 = 1760.0 nM 5.75 Cytotoxicity against human PBMC assessed as cell viability after 72 hrs by MTT a... 24530030

Literature References

PubMed DOI Target Context # Activities
24530030 10.1016/j.bmc.2014.01.033 NON-PROTEIN TARGET 2
24530030 10.1016/j.bmc.2014.01.033 V79 1
24530030 10.1016/j.bmc.2014.01.033 L929 1
24530030 10.1016/j.bmc.2014.01.033 PBMC 1
24530030 10.1016/j.bmc.2014.01.033 MX1 1
24530030 10.1016/j.bmc.2014.01.033 MCF7 1
24530030 10.1016/j.bmc.2014.01.033 DU-145 1
24530030 10.1016/j.bmc.2014.01.033 PC-3 1
24530030 10.1016/j.bmc.2014.01.033 HCT-116 1
24530030 10.1016/j.bmc.2014.01.033 SF-295 1
24530030 10.1016/j.bmc.2014.01.033 MDA-MB-435 1
24530030 10.1016/j.bmc.2014.01.033 OVCAR-8 1
24530030 10.1016/j.bmc.2014.01.033 HL-60 1
31306817 10.1016/j.ejmech.2019.06.056 HL-60 1

Data from ChEMBL 36 via Core Engine