Compound Detail

CHEMBL236163

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Cc1c(CCC(=O)Nc2ccccc2C(=O)O)cnn1-c1ccc(O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL236163
Phase	Preclinical
Structure Type	MOL
InChI Key	JKDSYBSOELYDQY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

365.4

MW (Da)

3.16

ALogP

HBA

HBD

104.5

PSA (Å²)

0.62

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 12 meas. best 7.62

EC50 2 meas. best 7.03

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Hydroxycarboxylic acid receptor 2 CHEMBL3785	IC50	7.62	7.62	24.0	2
Unchecked CHEMBL612545	IC50	7.62	7.29	24.0	2
Adipocyte CHEMBL614658	IC50	7.4	7.4	40.0	2
Hydroxycarboxylic acid receptor 2 CHEMBL3785	EC50	7.03	7.03	93.0	2
Cytochrome P450 2C9 CHEMBL3397	IC50	4.82	4.7667	15000.0	3
Cytochrome P450 2C8 CHEMBL3721	IC50	4.72	4.6633	19000.0	3

Parameter	Value	Units	Species
AUC	0.1	uM.hr.Kg/mg	Mus musculus
AUC	0.04	microM/hr/mg	Mus musculus
AUC	0.1	microM.hr/mg/kg	Mus musculus
CL	26.0	mL.min-1.kg-1	Mus musculus
CL	26.0	mL.min-1.kg-1	Mus musculus
CL	26.0	mL.min-1.kg-1	Mus musculus
Cmax	30.0	nM	Mus musculus
Cmax	30.0	nM	Mus musculus
Cmax	30.0	nM	Mus musculus
F	2.5	%	Mus musculus
F	2.0	%	Mus musculus
F	2.5	%	Mus musculus
T1/2	1.1	hr	Mus musculus
T1/2	1.1	hr	Mus musculus
T1/2	1.1	hr	Mus musculus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Hydroxycarboxylic acid receptor 2	IC50	=	24.0	nM	7.62	Displacement of [3H]niacin from human GPR109A	17994679
Unchecked	IC50	=	24.0	nM	7.62	Displacement of [3H]Niacin from human niacin receptor expressed in CHO cells	18477506
Hydroxycarboxylic acid receptor 2	IC50	=	24.0	nM	7.62	Displacement of [3H]niacin from GRP109A receptor	20452209
Adipocyte	IC50	=	40.0	nM	7.4	Inhibition of lipolysis in human adipocytes	17994679
Adipocyte	IC50	=	40.0	nM	7.4	Inhibition of lipolysis in human adipocytes assessed as free glycerol level	20452209
Hydroxycarboxylic acid receptor 2	EC50	=	93.0	nM	7.03	Agonist activity at human GPR109A expressed in CHOK1 cells by [35S]GTP-gamma-S b...	17994679
Hydroxycarboxylic acid receptor 2	EC50	=	93.0	nM	7.03	Displacement of [3H]niacin from GRP109A receptor in presence of 4% human serum	20452209
Unchecked	IC50	=	110.0	nM	6.96	Agonist activity at human niacin receptor expressed in CHO cells by GTPgammaS bi...	18477506
Cytochrome P450 2C9	IC50	=	15000.0	nM	4.82	Inhibition of CYP2C9 in human liver microsomes	17994679
Cytochrome P450 2C9	IC50	=	15000.0	nM	4.82	Inhibition of CYP2C9 in human liver microsomes	20452209
Cytochrome P450 2C8	IC50	=	19000.0	nM	4.72	Inhibition of CYP2C8 in human liver microsomes	17994679
Cytochrome P450 2C8	IC50	=	19000.0	nM	4.72	Inhibition of CYP2C8 in human liver microsomes	20452209
Cytochrome P450 2C9	IC50	=	22000.0	nM	4.66	Inhibition of CYP2C9	18477506
Cytochrome P450 2C8	IC50	=	28000.0	nM	4.55	Inhibition of CYP2C8	18477506

PubMed	DOI	Target Context	# Activities
17994679	10.1021/jm700942d	Mus musculus	6
18477506	10.1016/j.bmcl.2008.04.071	Mus musculus	6
20452209	10.1016/j.bmcl.2010.04.013	Mus musculus	6
17994679	10.1021/jm700942d	Hydroxycarboxylic acid receptor 2	3
18477506	10.1016/j.bmcl.2008.04.071	Unchecked	2
20452209	10.1016/j.bmcl.2010.04.013	Hydroxycarboxylic acid receptor 2	2
17994679	10.1021/jm700942d	Adipocyte	1
17994679	10.1021/jm700942d	Cytochrome P450 2C8	1
17994679	10.1021/jm700942d	Cytochrome P450 2C9	1
18477506	10.1016/j.bmcl.2008.04.071	Cytochrome P450 2C8	1
18477506	10.1016/j.bmcl.2008.04.071	Cytochrome P450 2C9	1
20452209	10.1016/j.bmcl.2010.04.013	Cytochrome P450 2C9	1
20452209	10.1016/j.bmcl.2010.04.013	Cytochrome P450 2C8	1
20452209	10.1016/j.bmcl.2010.04.013	Adipocyte	1

Data from ChEMBL 36 via Core Engine