CCR2-RA-[R]

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Ligands
CCR2-RA-[R]

Ligand id: 9431

Name: CCR2-RA-[R]

Structure and Physico-chemical Properties

2D Structure

Calculated Physico-chemical Properties
Hydrogen bond acceptors	4
Hydrogen bond donors	1
Rotatable bonds	3
Topological polar surface area	57.61
Molecular weight	351.1
XLogP	5.13
No. Lipinski's rules broken	1

Molecular properties generated using the CDK

Classification
Compound class	Synthetic organic

IUPAC Name
(2R)-3-acetyl-1-(4-chloro-2-fluorophenyl)-2-cyclohexyl-4-hydroxy-2H-pyrrol-5-one

IUPAC Name

(2R)-3-acetyl-1-(4-chloro-2-fluorophenyl)-2-cyclohexyl-4-hydroxy-2H-pyrrol-5-one

Synonyms
analog 49 (Dasse et al., 2007) [1]

Database Links
GtoPdb PubChem SID	328083531
PubChem CID	12093170
RCSB PDB Ligand	VT5
Search Google for chemical match using the InChIKey	VQNLJXWZGVRLBA-MRXNPFEDSA-N
Search Google for chemicals with the same backbone	VQNLJXWZGVRLBA
Search UniChem for chemical match using the InChIKey	VQNLJXWZGVRLBA-MRXNPFEDSA-N
Search UniChem for chemicals with the same backbone	VQNLJXWZGVRLBA
SynPHARM	84096 (in complex with CCR2)

Comments
CCR2-RA-[R] is an allosteric antagonist of the CC chemokine receptor 2 (CCR2) [1]. Allosteric modulation by CCR2-RA-[R] prevents formation of the G-protein-binding interface and hence G-protein coupling by blocking the required activation-associated changes in receptor conformation [3]. The chemical structure presented here is that held with the PDB X-ray structure reported in [3]. CCR2-RA-[R] is claimed as chiral example 125 in patent US6936633 [4].

Comments

CCR2-RA-[R] is an allosteric antagonist of the CC chemokine receptor 2 (CCR2) [1]. Allosteric modulation by CCR2-RA-[R] prevents formation of the G-protein-binding interface and hence G-protein coupling by blocking the required activation-associated changes in receptor conformation [3]. The chemical structure presented here is that held with the PDB X-ray structure reported in [3].
CCR2-RA-[R] is claimed as chiral example 125 in patent US6936633 [4].