Compound Detail

CHEMBL493001

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COc1cc(/C=C/C(=O)/C=C/c2cc(OC)c(O)c(OC)c2)cc(OC)c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL493001
Phase	Preclinical
Structure Type	MOL
InChI Key	DDGVRFAFSCAHHH-KQQUZDAGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

386.4

MW (Da)

3.43

ALogP

HBA

HBD

94.5

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 15 meas. best 5.77

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
MCF7 CHEMBL387	IC50	5.77	5.77	1700.0	1
HT-29 CHEMBL384	IC50	5.65	5.65	2240.0	1
PANC-1 CHEMBL614139	IC50	5.65	5.65	2230.0	1
LNCaP CHEMBL612518	IC50	5.6	5.6	2500.0	1
MDA-MB-231 CHEMBL400	IC50	5.57	5.57	2700.0	1
PC-3 CHEMBL390	IC50	5.47	5.455	3410.0	2
Cytochrome P450 3A4 CHEMBL340	IC50	4.88	4.88	13200.0	1
Cytochrome P450 2B6 CHEMBL4729	IC50	4.61	4.61	24800.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	4.23	4.23	59000.0	1
Cytochrome P450 1A2 CHEMBL3356	IC50	4.12	4.12	75200.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.08	4.08	82700.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
MCF7	IC50	=	1700.0	nM	5.77	Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay	19249204
PANC-1	IC50	=	2230.0	nM	5.65	Cytotoxicity against human PANC1 cells after 72 hrs by MTT assay	22551677
HT-29	IC50	=	2240.0	nM	5.65	Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay	22551677
LNCaP	IC50	=	2500.0	nM	5.6	Antiproliferative activity against human LNCAP cells after 72 hrs by MTT assay	19249204
MDA-MB-231	IC50	=	2700.0	nM	5.57	Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT as...	19249204
PC-3	IC50	=	3410.0	nM	5.47	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	22551677
PC-3	IC50	=	3600.0	nM	5.44	Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay	19249204
Cytochrome P450 3A4	IC50	=	13200.0	nM	4.88	Inhibition of human recombinant CYP3A4	18249473
Cytochrome P450 2B6	IC50	=	24800.0	nM	4.61	Inhibition of human recombinant CYP2B6	18249473
Cytochrome P450 2C9	IC50	=	59000.0	nM	4.23	Inhibition of human recombinant CYP2C9	18249473
Cytochrome P450 1A2	IC50	=	75200.0	nM	4.12	Inhibition of human recombinant CYP1A2	18249473
Cytochrome P450 2D6	IC50	=	82700.0	nM	4.08	Inhibition of human recombinant CYP2D6	18249473

PubMed	DOI	Target Context	# Activities
18249473	10.1016/j.ejmech.2007.10.034	Cytochrome P450 1A2	3
18249473	10.1016/j.ejmech.2007.10.034	Cytochrome P450 3A4	3
18249473	10.1016/j.ejmech.2007.10.034	Cytochrome P450 2C9	3
18249473	10.1016/j.ejmech.2007.10.034	Cytochrome P450 2D6	3
18249473	10.1016/j.ejmech.2007.10.034	Cytochrome P450 2B6	3
18249473	10.1016/j.ejmech.2007.10.034	No relevant target	1
19249204	10.1016/j.bmcl.2009.01.104	PC-3	1
19249204	10.1016/j.bmcl.2009.01.104	LNCaP	1
19249204	10.1016/j.bmcl.2009.01.104	MCF7	1
19249204	10.1016/j.bmcl.2009.01.104	MDA-MB-231	1
20060305	10.1016/j.bmc.2009.12.045	HCT-116	1
22551677	10.1016/j.ejmech.2012.04.005	PC-3	1
22551677	10.1016/j.ejmech.2012.04.005	PANC-1	1
22551677	10.1016/j.ejmech.2012.04.005	HT-29	1

Data from ChEMBL 36 via Core Engine