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