cenicriviroc   

GtoPdb Ligand ID: 801

Synonyms: TAK 652 | TAK-652 | TAK652 | TBR-652
Compound class: Synthetic organic
Comment: Cenicriviroc is a C-C motif chemokine receptor-2/5 (CCR2/5) antagonist. It was primarily designed for anti-inflammatory potential, but it also has antifibrotic effects, and acts as an entry inhibitor for HIV infection (via CCR5 antagonism).
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 18
Topological polar surface area 104.9
Molecular weight 696.37
XLogP 7.04
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES CCCCOCCOc1ccc(cc1)c1ccc2c(c1)C=C(CCCN2CC(C)C)C(=O)Nc1ccc(cc1)S(=O)Cc1cncn1CCC
Isomeric SMILES CCCCOCCOc1ccc(cc1)c1ccc2c(c1)C=C(CCCN2CC(C)C)C(=O)Nc1ccc(cc1)[S@@](=O)Cc1cncn1CCC
InChI InChI=1S/C41H52N4O4S/c1-5-7-22-48-23-24-49-38-15-10-32(11-16-38)33-12-19-40-35(25-33)26-34(9-8-21-44(40)28-31(3)4)41(46)43-36-13-17-39(18-14-36)50(47)29-37-27-42-30-45(37)20-6-2/h10-19,25-27,30-31H,5-9,20-24,28-29H2,1-4H3,(H,43,46)/b34-26+/t50-/m0/s1
InChI Key PNDKCRDVVKJPKG-WHERJAGFSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(5E)-8-[4-(2-butoxyethoxy)phenyl]-1-(2-methylpropyl)-N-[4-[(S)-(3-propylimidazol-4-yl)methylsulfinyl]phenyl]-3,4-dihydro-2H-1-benzazocine-5-carboxamide
International Nonproprietary Names
INN number INN
9294 cenicriviroc
Synonyms
TAK 652 | TAK-652 | TAK652 | TBR-652
Database Links
BindingDB Ligand 50184403
CAS Registry No. 497223-25-3 (source: Scifinder)
ChEMBL Ligand CHEMBL2110727
GtoPdb PubChem SID 135651229
PubChem CID 11285792
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Wikipedia Cenicriviroc