Literature DB >> 25862642

Combination of pharmacophore hypothesis and molecular docking to identify novel inhibitors of HCV NS5B polymerase.

Amaravadhi Harikishore1, Enlin Li, Jia Jun Lee, Nam-Joon Cho, Ho Sup Yoon.   

Abstract

Hepatitis C virus (HCV) infection or HCV-related liver diseases are now shown to cause more than 350,000 deaths every year. Adaptability of HCV genome to vary its composition and the existence of multiple strains makes it more difficult to combat the emergence of drug-resistant HCV infections. Among the HCV polyprotein which has both the structural and non-structural regions, the non-structural protein NS5B RNA-dependent RNA polymerase (RdRP) mainly mediates the catalytic role of RNA replication in conjunction with its viral protein machinery as well as host chaperone proteins. Lack of such RNA-dependent RNA polymerase enzyme in host had made it an attractive and hotly pursued target for drug discovery efforts. Recent drug discovery efforts targeting HCV RdRP have seen success with FDA approval for sofosbuvir as a direct-acting antiviral against HCV infection. However, variations in drug-binding sites induce drug resistance, and therefore targeting allosteric sites could delay the emergence of drug resistance. In this study, we focussed on allosteric thumb site II of the non-structural protein NS5B RNA-dependent RNA polymerase and developed a five-feature pharmacophore hypothesis/model which estimated the experimental activity with a strong correlation of 0.971 & 0.944 for training and test sets, respectively. Further, the Güner-Henry score of 0.6 suggests that the model was able to discern the active and inactive compounds and enrich the true positives during a database search. In this study, database search and molecular docking results supported by experimental HCV viral replication inhibition assays suggested ligands with best fitness to the pharmacophore model dock to the key residues involved in thumbs site II, which inhibited the HCV 1b viral replication in sub-micro-molar range.

Entities:  

Mesh:

Substances:

Year:  2015        PMID: 25862642     DOI: 10.1007/s11030-015-9591-5

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  50 in total

1.  Molecular recognition of receptor sites using a genetic algorithm with a description of desolvation.

Authors:  G Jones; P Willett; R C Glen
Journal:  J Mol Biol       Date:  1995-01-06       Impact factor: 5.469

2.  Allosteric inhibitors of hepatitis C virus NS5B polymerase thumb domain site II: structure-based design and synthesis of new templates.

Authors:  Savina Malancona; Monica Donghi; Marco Ferrara; Josè I Martin Hernando; Marco Pompei; Silvia Pesci; Jesus M Ontoria; Uwe Koch; Michael Rowley; Vincenzo Summa
Journal:  Bioorg Med Chem       Date:  2010-03-15       Impact factor: 3.641

3.  Thiazolone-acylsulfonamides as novel HCV NS5B polymerase allosteric inhibitors: convergence of structure-based drug design and X-ray crystallographic study.

Authors:  Shunqi Yan; Todd Appleby; Gary Larson; Jim Z Wu; Robert K Hamatake; Zhi Hong; Nanhua Yao
Journal:  Bioorg Med Chem Lett       Date:  2007-01-19       Impact factor: 2.823

4.  Identification and structure-based optimization of novel dihydropyrones as potent HCV RNA polymerase inhibitors.

Authors:  Hui Li; John Tatlock; Angelica Linton; Javier Gonzalez; Allen Borchardt; Peter Dragovich; Tanya Jewell; Tom Prins; Ru Zhou; Julie Blazel; Hans Parge; Robert Love; Michael Hickey; Chau Doan; Stephanie Shi; Rohit Duggal; Cristina Lewis; Shella Fuhrman
Journal:  Bioorg Med Chem Lett       Date:  2006-07-07       Impact factor: 2.823

5.  Crystal structure of the RNA-dependent RNA polymerase from hepatitis C virus reveals a fully encircled active site.

Authors:  C A Lesburg; M B Cable; E Ferrari; Z Hong; A F Mannarino; P C Weber
Journal:  Nat Struct Biol       Date:  1999-10

6.  Discovery of (R)-6-cyclopentyl-6-(2-(2,6-diethylpyridin-4-yl)ethyl)-3-((5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl)-4-hydroxy-5,6-dihydropyran-2-one (PF-00868554) as a potent and orally available hepatitis C virus polymerase inhibitor.

Authors:  Hui Li; John Tatlock; Angelica Linton; Javier Gonzalez; Tanya Jewell; Leena Patel; Sarah Ludlum; Matthew Drowns; Sadayappan V Rahavendran; Heather Skor; Robert Hunter; Stephanie T Shi; Koleen J Herlihy; Hans Parge; Michael Hickey; Xiu Yu; Fannie Chau; Jim Nonomiya; Cristina Lewis
Journal:  J Med Chem       Date:  2009-03-12       Impact factor: 8.039

7.  Discovery of the first thumb pocket 1 NS5B polymerase inhibitor (BILB 1941) with demonstrated antiviral activity in patients chronically infected with genotype 1 hepatitis C virus (HCV).

Authors:  Pierre L Beaulieu; Michael Bös; Michael G Cordingley; Catherine Chabot; Gulrez Fazal; Michel Garneau; James R Gillard; Eric Jolicoeur; Steven LaPlante; Ginette McKercher; Martin Poirier; Marc-André Poupart; Youla S Tsantrizos; Jianmin Duan; George Kukolj
Journal:  J Med Chem       Date:  2012-08-16       Impact factor: 7.446

8.  Molecular modeling and residue interaction network studies on the mechanism of binding and resistance of the HCV NS5B polymerase mutants to VX-222 and ANA598.

Authors:  Weiwei Xue; Pingzu Jiao; Huanxiang Liu; Xiaojun Yao
Journal:  Antiviral Res       Date:  2014-01-23       Impact factor: 5.970

9.  2-Heteroarylimino-5-arylidene-4-thiazolidinones as a new class of non-nucleoside inhibitors of HCV NS5B polymerase.

Authors:  Ilkay Küçükgüzel; Gökhan Satılmış; K R Gurukumar; Amartya Basu; Esra Tatar; Daniel B Nichols; Tanaji T Talele; Neerja Kaushik-Basu
Journal:  Eur J Med Chem       Date:  2013-09-12       Impact factor: 6.514

10.  Hepatitis C virus NS5B and host cyclophilin A share a common binding site on NS5A.

Authors:  Claire Rosnoblet; Bernd Fritzinger; Dominique Legrand; Hélène Launay; Jean-Michel Wieruszeski; Guy Lippens; Xavier Hanoulle
Journal:  J Biol Chem       Date:  2012-11-14       Impact factor: 5.157

View more
  1 in total

Review 1.  Docking Screens for Novel Ligands Conferring New Biology.

Authors:  John J Irwin; Brian K Shoichet
Journal:  J Med Chem       Date:  2016-03-15       Impact factor: 7.446

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.