Lessons learned from participating in D3R 2016 Grand Challenge 2: compounds targeting the farnesoid X receptor

J Comput Aided Mol Des. 2018 Jan;32(1):103-111. doi: 10.1007/s10822-017-0082-x. Epub 2017 Nov 10.

Abstract

D3R 2016 Grand Challenge 2 focused on predictions of binding modes and affinities for 102 compounds against the farnesoid X receptor (FXR). In this challenge, two distinct methods, a docking-based method and a template-based method, were employed by our team for the binding mode prediction. For the new template-based method, 3D ligand similarities were calculated for each query compound against the ligands in the co-crystal structures of FXR available in Protein Data Bank. The binding mode was predicted based on the co-crystal protein structure containing the ligand with the best ligand similarity score against the query compound. For the FXR dataset, the template-based method achieved a better performance than the docking-based method on the binding mode prediction. For the binding affinity prediction, an in-house knowledge-based scoring function ITScore2 and MM/PBSA approach were employed. Good performance was achieved for MM/PBSA, whereas the performance of ITScore2 was sensitive to ligand composition, e.g. the percentage of carbon atoms in the compounds. The sensitivity to ligand composition could be a clue for the further improvement of our knowledge-based scoring function.

Keywords: Binding affinity prediction; Binding mode prediction; D3R; Drug Design Data Resource; Drug discovery; Ligand similarity; Molecular docking; Scoring function; Template-based.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Binding Sites
  • Computer-Aided Design
  • Crystallography, X-Ray
  • Databases, Protein
  • Drug Design
  • Drug Discovery*
  • Humans
  • Ligands
  • Molecular Docking Simulation*
  • Protein Binding
  • Protein Conformation
  • Receptors, Cytoplasmic and Nuclear / chemistry
  • Receptors, Cytoplasmic and Nuclear / metabolism*
  • Thermodynamics

Substances

  • Ligands
  • Receptors, Cytoplasmic and Nuclear
  • farnesoid X-activated receptor