3D-quantitative structure-activity relationship study for the design of novel enterovirus A71 3C protease inhibitors

Chem Biol Drug Des. 2018 Oct;92(4):1750-1762. doi: 10.1111/cbdd.13344. Epub 2018 Jun 26.

Abstract

A three-dimensional quantitative structure-activity relationships model of enterovirus A71 3C protease inhibitors was constructed in this study. The protein-ligand interaction fingerprint was analyzed to generate a pharmacophore model. A predictive and reliable three-dimensional quantitative structure-activity relationships model was built based on the Flexible Alignment of AutoGPA. Moreover, three novel compounds (I-III) were designed and evaluated for their biochemical activity against 3C protease and anti-enterovirus A71 activity in vitro. III exhibited excellent inhibitory activity (IC50 = 0.031 ± 0.005 μM, EC50 = 0.036 ± 0.007 μM). Thus, this study provides a useful quantitative structure-activity relationships model to develop potent inhibitors for enterovirus A71 3C protease.

Keywords: Flexible Alignment; enterovirus A71 3C protease; protein-ligand interaction fingerprint; three-dimensional quantitative structure-activity relationships.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 3C Viral Proteases
  • Amides / chemistry
  • Amides / metabolism
  • Amides / pharmacology
  • Binding Sites
  • Catalytic Domain
  • Cell Line
  • Cell Proliferation / drug effects
  • Cysteine Endopeptidases / metabolism
  • Drug Design
  • Enterovirus A, Human / enzymology*
  • Humans
  • Ligands
  • Molecular Docking Simulation
  • Protease Inhibitors / chemistry*
  • Protease Inhibitors / metabolism
  • Protease Inhibitors / pharmacology
  • Quantitative Structure-Activity Relationship*
  • Viral Proteins / antagonists & inhibitors*
  • Viral Proteins / metabolism

Substances

  • Amides
  • Ligands
  • Protease Inhibitors
  • Viral Proteins
  • Cysteine Endopeptidases
  • 3C Viral Proteases