Compound Detail

CHEMBL194094

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COc1cc(C(=O)/C=C/c2cc(OC)c(OC)c(OC)c2)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL194094
Phase	Preclinical
Structure Type	MOL
InChI Key	YJYXUHISYCFAFJ-FNORWQNLSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

344.4

MW (Da)

3.32

ALogP

HBA

HBD

74.2

PSA (Å²)

0.61

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 9 meas. best 5.71

EC50 2 meas. best 6.29

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	EC50	6.29	6.29	512.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.71	5.71	1970.0	1
K562 CHEMBL385	IC50	5.46	5.46	3500.0	1
RAW264.7 CHEMBL612557	IC50	5.38	5.38	4190.0	1
HEp-2 CHEMBL614735	IC50	5.22	5.22	6010.0	1
HCT-15 CHEMBL612263	IC50	5.11	5.11	7750.0	1
Unchecked CHEMBL612545	EC50	4.75	4.75	18000.0	1
A549 CHEMBL392	IC50	4.72	4.72	19150.0	1
HT-29 CHEMBL384	IC50	4.7	4.7	20150.0	1
HOP-62 CHEMBL614643	IC50	4.69	4.69	20250.0	1
SiHa CHEMBL612542	IC50	4.39	4.39	40400.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Broad substrate specificity ATP-binding cassette transporter ABCG2	EC50	=	512.0	nM	6.29	Inhibition of ABCG2 (unknown origin) expressed in MDCK2 cells co-expressing BCRP...	30594677
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	1970.0	nM	5.71	Inhibition of ABCG2 (unknown origin) expressed in MDCK II BCRP cells assessed as...	30594677
K562	IC50	=	3500.0	nM	5.46	Antiproliferative activity against human K562 cells after 5 days by MTT assay	19837593
RAW264.7	IC50	=	4190.0	nM	5.38	Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells	32208222
HEp-2	IC50	=	6010.0	nM	5.22	Antiproliferative activity against human cancer Hep-2 cell line	15893928
HCT-15	IC50	=	7750.0	nM	5.11	Antiproliferative activity against human colon cancer HCT-15 cell line	15893928
Unchecked	EC50	=	18000.0	nM	4.75	Inhibition of tubulin polymerization in rat A10 cells assessed as microtubule lo...	-
A549	IC50	=	19150.0	nM	4.72	Antiproliferative activity against human cancer A-549 cell line	15893928
HT-29	IC50	=	20150.0	nM	4.7	Antiproliferative activity against Colon cancer HT-29 cell line	15893928
HOP-62	IC50	=	20250.0	nM	4.69	Antiproliferative activity against human cancer HOP-62 cell line	15893928
SiHa	IC50	=	40400.0	nM	4.39	Antiproliferative activity against human SIHA cell line	15893928

PubMed	DOI	Target Context	# Activities
30594677	10.1016/j.ejmech.2018.12.019	Broad substrate specificity ATP-binding cassette transporter ABCG2	3
30594677	10.1016/j.ejmech.2018.12.019	MDCK-II	2
30594677	10.1016/j.ejmech.2018.12.019	ADMET	2
30594677	10.1016/j.ejmech.2018.12.019	ATP-dependent translocase ABCB1	2
15893928	10.1016/j.bmcl.2005.03.121	PC-3	1
30594677	10.1016/j.ejmech.2018.12.019	Multidrug resistance-associated protein 1	1
-	10.1039/C0MD00119H	Tubulin	1
32208222	10.1016/j.ejmech.2020.112216	RAW264.7	1
-	10.1039/C0MD00119H	Unchecked	1
19837593	10.1016/j.bmc.2009.09.039	K562	1
15893928	10.1016/j.bmcl.2005.03.121	DU-145	1
15893928	10.1016/j.bmcl.2005.03.121	HT-29	1
15893928	10.1016/j.bmcl.2005.03.121	SiHa	1
15893928	10.1016/j.bmcl.2005.03.121	HEp-2	1
15893928	10.1016/j.bmcl.2005.03.121	HOP-62	1
15893928	10.1016/j.bmcl.2005.03.121	A549	1
15893928	10.1016/j.bmcl.2005.03.121	SW-620	1
15893928	10.1016/j.bmcl.2005.03.121	HCT-15	1
15893928	10.1016/j.bmcl.2005.03.121	SNB-78	1
15893928	10.1016/j.bmcl.2005.03.121	OVCAR-5	1

Data from ChEMBL 36 via Core Engine