A pharmacophore docking algorithm and its application to the cross-docking of 18 HIV-NNRTI's in their binding pockets

Proteins. 2004 Feb 15;54(3):526-33. doi: 10.1002/prot.10599.

Abstract

The docking of small molecules into the binding site of a target protein is an important but difficult step in structure-based drug design. The performance of a docking algorithm is usually evaluated by re-docking ligands into their native binding sites. We have explored the cross-docking of 18 HIV-NNRTIs (non-nucleoside inhibitors of HIV reverse transcriptase) of which the ligand-protein structure has been determined: each of the 18 ligands was docked into each of the 18 binding sites. The docking algorithms studied are an energy-based simulated annealing algorithm and a novel pharmacophore docking algorithm. It turns out that the energy-based docking of the ligands into non-native pockets is far less successful than the docking into their native pockets. The results can be improved by using explicit pharmacophore information, and by docking a ligand into a panel of protein structures and selecting the ligand-protein combination with the lowest interaction energy as the final result.

MeSH terms

  • Algorithms*
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / metabolism*
  • Anti-HIV Agents / pharmacology
  • Binding Sites
  • Computer Simulation*
  • Crystallography, X-Ray
  • Drug Design
  • HIV / drug effects
  • HIV / enzymology
  • HIV Reverse Transcriptase / antagonists & inhibitors
  • HIV Reverse Transcriptase / chemistry*
  • HIV Reverse Transcriptase / metabolism*
  • Hydrogen Bonding
  • Ligands
  • Models, Molecular
  • Reverse Transcriptase Inhibitors / chemistry*
  • Reverse Transcriptase Inhibitors / metabolism*
  • Reverse Transcriptase Inhibitors / pharmacology
  • Thermodynamics
  • Time Factors

Substances

  • Anti-HIV Agents
  • Ligands
  • Reverse Transcriptase Inhibitors
  • HIV Reverse Transcriptase