Details of the Drug

General Information of Drug (ID: DMUNYR7)

Drug Name
JTK-109
Synonyms
CHEMBL379677; 2-[4-(benzyloxy)phenyl]-1-cyclohexyl-1h-benzimidazole-5-carboxylic acid; AC1LAMB2; SCHEMBL791364; CTK7I8521; GWCTUYUNVJTNJR-UHFFFAOYSA-N; MolPort-039-347-685; BDBM50181950; ZINC28572342; AKOS027470656; 2-(4-benzyloxyphenyl)-1-cyclohexyl-benzimidazole-5-carboxylic acid; 1-cyclohexyl-2-(4-phenylmethoxyphenyl)benzimidazole-5-carboxylic acid; 2-(4-(benzyloxy)phenyl)-1-cyclohexyl-1H-benzo[d]imidazole-5-carboxylic acid; 1H-Benzimidazole-5-carboxylic acid, 1-cyclohexyl-2-[4-(phenylmethoxy)phenyl]-
Indication
Disease Entry ICD 11 Status REF
Hepatitis C virus infection 1E51.1 Discontinued in Phase 1 [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 426.5
Logarithm of the Partition Coefficient (xlogp) 5.8
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C27H26N2O3
IUPAC Name
1-cyclohexyl-2-(4-phenylmethoxyphenyl)benzimidazole-5-carboxylic acid
Canonical SMILES
C1CCC(CC1)N2C3=C(C=C(C=C3)C(=O)O)N=C2C4=CC=C(C=C4)OCC5=CC=CC=C5
InChI
InChI=1S/C27H26N2O3/c30-27(31)21-13-16-25-24(17-21)28-26(29(25)22-9-5-2-6-10-22)20-11-14-23(15-12-20)32-18-19-7-3-1-4-8-19/h1,3-4,7-8,11-17,22H,2,5-6,9-10,18H2,(H,30,31)
InChIKey
GWCTUYUNVJTNJR-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
491098
TTD ID
D0FY6Q

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Hepatitis C virus RNA-directed RNA polymerase (HCV NS5B) TTMVBWH POLG_HCV1 Inhibitor [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800018157)
2 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. J Med Chem. 2006 Jul 27;49(15):4721-36.