Compound Detail

CHEMBL593013

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Cc1c(OCc2cccc(-c3ccc(C(=O)O)cc3)c2)cc2c(c1C)C(=O)C(C1CCCC1)C2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL593013
Phase	Preclinical
Structure Type	MOL
InChI Key	KMKBEESNZAPKMP-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

454.6

MW (Da)

6.79

ALogP

HBA

HBD

63.6

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

EC50 5 meas. best 7.56

Ki 2 meas. best 7.22

IC50 1 meas. best 5.35

Kd 1 meas. best 6.72

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Metabotropic glutamate receptor 2 CHEMBL5137	EC50	7.56	7.295	27.5	2
Metabotropic glutamate receptor 2 CHEMBL5137	Ki	7.22	7.22	60.3	1
Metabotropic glutamate receptor 2 CHEMBL5137	Kd	6.72	6.72	190.0	1
Metabotropic glutamate receptor 2 CHEMBL2851	EC50	6.42	6.4	380.0	3
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.35	5.35	4460.5	1
Beta-3 adrenergic receptor CHEMBL246	Ki	5.3	5.3	5048.9	1

Parameter	Value	Units	Species
AUC	127.73	ng.hr.mL-1	Rattus norvegicus
Cmax	97.0	nM	Rattus norvegicus
F	33.0	%	Rattus norvegicus
T1/2	1.3	hr	Rattus norvegicus
Tmax	2.0	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Metabotropic glutamate receptor 2	EC50	=	27.54	nM	7.56	Allosteric modulation of human mGluR2 expressed in CHO cells by [35S]GTPgammaS b...	19932615
Metabotropic glutamate receptor 2	Ki	=	60.26	nM	7.22	Displacement of [3H]-JNJ46281222 from human metabotropic glutamate receptor 2 ex...	28704052
Metabotropic glutamate receptor 2	EC50	=	93.33	nM	7.03	Positive allosteric modulation of human metabotropic glutamate receptor 2 expres...	28704052
Metabotropic glutamate receptor 2	Kd	=	190.0	nM	6.72	Binding affinity to human metabotropic glutamate receptor 2 expressed in CHOK1 c...	28704052
Metabotropic glutamate receptor 2	EC50	=	380.0	nM	6.42	Positive allosteric modulation of rat mGluR2 expressed in HEK-293 cells assessed...	21155570
Metabotropic glutamate receptor 2	EC50	=	380.0	nM	6.42	Positive allosteric modulation activity at rat mGlu2R expressed in HEK293 cells ...	23009245
Metabotropic glutamate receptor 2	EC50	=	441.0	nM	6.36	Positive allosteric modulation of rat mGluR2 receptor expressed in HEK293A cells...	24735492
G-protein coupled receptor 183	IC50	=	4460.53	nM	5.35	GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR183	-
Beta-3 adrenergic receptor	Ki	=	5048.94	nM	5.3	PDSP Secondary Binding target: ADRB3 - Compounds are tested at 10 uM concentrati...	-

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724696	U2OS	24
-	10.6019/CHEMBL4689842	HEK-293T	10
-	10.6019/CHEMBL4689842	U2OS	7
-	10.6019/CHEMBL4689842	Fibroblast	6
28704052	10.1021/acs.jmedchem.7b00669	Metabotropic glutamate receptor 2	6
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
21155570	10.1021/jm1012165	Rattus norvegicus	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
23009245	10.1021/jm3005306	Metabotropic glutamate receptor 2	2
24735492	10.1021/jm5000563	Metabotropic glutamate receptor 2	2

Data from ChEMBL 36 via Core Engine