For research use only. Not for therapeutic Use.
Catalog Number | I007394 |
CAS Number | 480462-62-2 |
Synonyms | JTK-109; JTK 109; JTK109;2-(4-((4/’-chloro-4-(2-oxopyrrolidin-1-yl)-[1,1/’-biphenyl]-2-yl)methoxy)-2-fluorophenyl)-1-cyclohexyl-1H-benzo[d]imidazole-5-carboxylic acid hydrochloride |
Molecular Formula | C37H34Cl2FN3O4 |
Purity | ≥95% |
Target | NS5B Inhibitor |
Solubility | Soluble in DMSO |
Storage | 0 - 4°C for short term , or -20°C for long term. |
IUPAC Name | 2-[4-[[2-(4-chlorophenyl)-5-(2-oxopyrrolidin-1-yl)phenyl]methoxy]-2-fluorophenyl]-1-cyclohexylbenzimidazole-5-carboxylic acid |
InChI | InChI=1S/C37H33ClFN3O4/c38-26-11-8-23(9-12-26)30-15-13-28(41-18-4-7-35(41)43)19-25(30)22-46-29-14-16-31(32(39)21-29)36-40-33-20-24(37(44)45)10-17-34(33)42(36)27-5-2-1-3-6-27/h8-17,19-21,27H,1-7,18,22H2,(H,44,45) |
InChIKey | NIBYCXOKANETJM-UHFFFAOYSA-N |
SMILES | C1CCC(CC1)N2C3=C(C=C(C=C3)C(=O)O)N=C2C4=C(C=C(C=C4)OCC5=C(C=CC(=C5)N6CCCC6=O)C7=CC=C(C=C7)Cl)F |
Reference | 1:J Med Chem. 2006 Jul 27;49(15):4721-36. Benzimidazole derivatives bearing substituted biphenyls as hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitors: structure-activity relationship studies and identification of a potent and highly selective inhibitor JTK-109.Hirashima S,Suzuki T,Ishida T,Noji S,Yata S,Ando I,Komatsu M,Ikeda S,Hashimoto H, PMID: 16854079 DOI: 10.1021/jm060269e </br><span>Abstract:</span> Following the discovery of a new series of benzimidazole derivatives bearing a diarylmethyl group as inhibitors of hepatitis C virus NS5B RNA-dependent RNA polymerase (HCV NS5B RdRp),1,2 we extended the structure-activity relationship (SAR) study to analogues bearing a substituted biphenyl group and succeeded in a significant advancement of activity. Starting from compound 1, optimization of the A, B, and C rings afforded potent inhibitors with low nanomolar potency against genotype 1b NS5B. The compounds, which have a substituent with a carbonyl function at the 4-position of the B-ring, efficiently blocked subgenomic viral RNA replication in the replicon cell assay at low submicromolar concentrations. Among the new compounds, compound 10n (JTK-109) exhibited favorable pharmacokinetic profiles, high selectivity for NS5B, and good safety profiles, suggesting the potential for a clinical candidate in the treatment of hepatitis C. |