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Compound Detail

CHEMBL4447541

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CCOc1ccc(-c2n[nH]cc2-c2cc(OC)c(OC)c(OC)c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4447541
Phase Preclinical
Structure Type MOL
InChI Key DHUPGVSAAHYYIF-UHFFFAOYSA-N
11
Targets
15
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

354.4
MW (Da)
4.17
ALogP
5
HBA
1
HBD
65.6
PSA (Ų)
0.69
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22N2O4
MW 354.41
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.69

Activity Summary

IC50 15 meas. best 10.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HT-29
CHEMBL384
 IC50 10.22 10.22 0.1 2
SEM
CHEMBL4296493
 IC50 10.22 10.22 0.1 2
HeLa
CHEMBL399
 IC50 10.15 10.15 0.1 2
MCF7
CHEMBL387
 IC50 9.68 9.68 0.2 2
HL-60
CHEMBL383
 IC50 9.6 9.6 0.2 1
MDA-MB-231
CHEMBL400
 IC50 9.15 9.15 0.7 1
SGC-7901
CHEMBL614909
 IC50 7.82 7.82 15.0 1
HT-1080
CHEMBL614580
 IC50 7.68 7.68 21.0 1
KB
CHEMBL398
 IC50 7.19 7.19 65.0 1
Tubulin
CHEMBL2094134
 IC50 6.46 6.46 350.0 1
Tubulin
CHEMBL2095182
 IC50 6.46 6.46 350.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HT-29 IC50 = 0.06 nM 10.22 Antiproliferative activity against human HT-29 cells assessed as inhibition of c... 31400707
SEM IC50 = 0.06 nM 10.22 Antiproliferative activity against human SEM cells assessed as inhibition of cel... 31400707
HT-29 IC50 = 0.06 nM 10.22 Cytotoxicity against human HT-29 cells assessed as reduction in cell viability 36970141
SEM IC50 = 0.06 nM 10.22 Cytotoxicity against human SEM cells assessed as reduction in cell viability 36970141
HeLa IC50 = 0.07 nM 10.15 Antiproliferative activity against human HeLa cells assessed as inhibition of ce... 31400707
HeLa IC50 = 0.07 nM 10.15 Cytotoxicity against human HeLa cells assessed as reduction in cell viability 36970141
MCF7 IC50 = 0.21 nM 9.68 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 31400707
MCF7 IC50 = 0.21 nM 9.68 Cytotoxicity against human MCF7 cells assessed as reduction in cell viability 36970141
HL-60 IC50 = 0.25 nM 9.6 Antiproliferative activity against human HL60 cells assessed as inhibition of ce... 31400707
MDA-MB-231 IC50 = 0.7 nM 9.15 Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition... 31400707
SGC-7901 IC50 = 15.0 nM 7.82 Antiproliferative activity against human SGC7901 cells measured after 72 hrs by ... 30901597
HT-1080 IC50 = 21.0 nM 7.68 Antiproliferative activity against human HT1080 cells measured after 72 hrs by M... 30901597
KB IC50 = 65.0 nM 7.19 Antiproliferative activity against human KB cells measured after 72 hrs by MTT a... 30901597
Tubulin IC50 = 350.0 nM 6.46 Inhibition of bovine brain tubulin assembly using GTP as substrate incubated for... 31400707
Tubulin IC50 = 350.0 nM 6.46 Inhibition of tubulin polymerization (unknown origin) 36970141

Literature References

PubMed DOI Target Context # Activities
31400707 10.1016/j.ejmech.2019.111577 MDA-MB-231 17
31400707 10.1016/j.ejmech.2019.111577 Tubulin 4
31400707 10.1016/j.ejmech.2019.111577 E0771 3
31400707 10.1016/j.ejmech.2019.111577 PBL 2
31400707 10.1016/j.ejmech.2019.111577 Astrocyte 1
36970141 10.1039/d2md00442a MCF7 1
36970141 10.1039/d2md00442a SEM 1
36970141 10.1039/d2md00442a HT-29 1
36970141 10.1039/d2md00442a Tubulin 1
36970141 10.1039/d2md00442a HeLa 1
31400707 10.1016/j.ejmech.2019.111577 ADMET 1
31400707 10.1016/j.ejmech.2019.111577 Unchecked 1
31400707 10.1016/j.ejmech.2019.111577 CCRF-CEM 1
30901597 10.1016/j.ejmech.2019.02.049 SGC-7901 1
31400707 10.1016/j.ejmech.2019.111577 SEM 1
31400707 10.1016/j.ejmech.2019.111577 HL-60 1
31400707 10.1016/j.ejmech.2019.111577 MCF7 1
31400707 10.1016/j.ejmech.2019.111577 HT-29 1
31400707 10.1016/j.ejmech.2019.111577 HeLa 1
30901597 10.1016/j.ejmech.2019.02.049 HT-1080 1

Data from ChEMBL 36 via Core Engine