Compound Detail

CHEMBL477054

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COc1cc(/C=C/C(=O)/C=C/c2cc(OC)c(OC)c(OC)c2)cc(OC)c1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL477054
Phase	Preclinical
Structure Type	MOL
InChI Key	QMBQAUFXKZCNOT-FIFLTTCUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

414.4

MW (Da)

4.03

ALogP

HBA

HBD

72.5

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

IC50 12 meas. best 6.6

EC50 1 meas. best 6.44

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HCT-116 CHEMBL394	IC50	6.6	6.6	250.0	1
Trypanosoma brucei CHEMBL612849	EC50	6.44	6.44	360.0	1
HT-29 CHEMBL384	IC50	5.78	5.78	1680.0	1
PANC-1 CHEMBL614139	IC50	5.47	5.47	3380.0	1
PC-3 CHEMBL390	IC50	5.33	5.195	4630.0	2
Unchecked CHEMBL612545	IC50	5.1	5.1	7900.0	1
MCF7 CHEMBL387	IC50	4.86	4.86	13900.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.78	4.58	16550.0	2
HeLa CHEMBL399	IC50	4.02	4.02	95000.0	1
HL-60 CHEMBL383	IC50	4.01	4.01	98700.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HCT-116	IC50	=	250.0	nM	6.6	Antiproliferative activity against human HCT116 cells assessed as cell growth in...	32172081
Trypanosoma brucei	EC50	=	360.0	nM	6.44	Antitrypanosomal activity against Trypanosoma brucei Lister 427 assessed as para...	36608774
HT-29	IC50	=	1680.0	nM	5.78	Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay	22551677
PANC-1	IC50	=	3380.0	nM	5.47	Cytotoxicity against human PANC1 cells after 72 hrs by MTT assay	22551677
PC-3	IC50	=	4630.0	nM	5.33	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	22551677
Unchecked	IC50	=	7900.0	nM	5.1	Inhibition of TNF-alpha-induced NFkappaB nuclear translocation in human A549 cel...	21070043
PC-3	IC50	=	8800.0	nM	5.06	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	19243951
MCF7	IC50	=	13900.0	nM	4.86	Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay	25728027
NON-PROTEIN TARGET	IC50	=	16550.0	nM	4.78	Antiproliferative activity against human SMMC7721 cells after 72 hrs by MTT assa...	25728027
NON-PROTEIN TARGET	IC50	=	42150.0	nM	4.38	Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay	25728027
HeLa	IC50	=	95000.0	nM	4.02	Cytotoxicity against human HeLa cells after 72 hrs by MTT assay	19243951
HL-60	IC50	=	98700.0	nM	4.01	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	19243951

PubMed	DOI	Target Context	# Activities
25728027	10.1016/j.ejmech.2015.02.005	No relevant target	4
23800686	10.1016/j.bmcl.2013.05.080	11-beta-hydroxysteroid dehydrogenase 1	4
20346654	10.1016/j.bmcl.2010.02.089	17-beta-hydroxysteroid dehydrogenase type 3	3
25728027	10.1016/j.ejmech.2015.02.005	NON-PROTEIN TARGET	2
23800686	10.1016/j.bmcl.2013.05.080	11-beta-hydroxysteroid dehydrogenase type 2	2
18584918	10.1016/j.ejmech.2008.05.010	Staphylococcus aureus	2
21070043	10.1021/jm1004545	Unchecked	1
32172081	10.1016/j.ejmech.2020.112177	HCT-116	1
25728027	10.1016/j.ejmech.2015.02.005	MCF7	1
23800686	10.1016/j.bmcl.2013.05.080	NON-PROTEIN TARGET	1
22551677	10.1016/j.ejmech.2012.04.005	HT-29	1
22551677	10.1016/j.ejmech.2012.04.005	PANC-1	1
22551677	10.1016/j.ejmech.2012.04.005	PC-3	1
21070043	10.1021/jm1004545	A549	1
20060305	10.1016/j.bmc.2009.12.045	HCT-116	1
19243951	10.1016/j.bmc.2008.10.044	No relevant target	1
19243951	10.1016/j.bmc.2008.10.044	HeLa	1
19243951	10.1016/j.bmc.2008.10.044	PC-3	1
19243951	10.1016/j.bmc.2008.10.044	NON-PROTEIN TARGET	1
19243951	10.1016/j.bmc.2008.10.044	HL-60	1

Data from ChEMBL 36 via Core Engine