Estimating protein-ligand binding free energy: atomic solvation parameters for partition coefficient and solvation free energy calculation

Proteins. 2004 Dec 1;57(4):651-64. doi: 10.1002/prot.20198.

Abstract

Solvation energy calculation is one of the main difficulties for the estimation of protein-ligand binding free energy and the correct scoring in docking studies. We have developed a new solvation energy estimation method for protein-ligand binding based on atomic solvation parameter (ASP), which has been shown to improve the power of protein-ligand binding free energy predictions. The ASP set, designed to handle both proteins and organic compounds and derived from experimental n-octanol/water partition coefficient (log P) data, contains 100 atom types (united model that treats hydrogen atoms implicitly) or 119 atom types (all-atom model that treats hydrogen atoms explicitly). By using this unified ASP set, an algorithm was developed for solvation energy calculation and was further integrated into a score function for predicting protein-ligand binding affinity. The score function reproduced the absolute binding free energies of a test set of 50 protein-ligand complexes with a standard error of 8.31 kJ/mol. As a byproduct, a conformation-dependent log P calculation algorithm named ASPLOGP was also implemented. The predictive results of ASPLOGP for a test set of 138 compounds were r = 0.968, s = 0.344 for the all-atom model and r = 0.962, s = 0.367 for the united model, which were better than previous conformation-dependent approaches and comparable to fragmental and atom-based methods. ASPLOGP also gave good predictive results for small peptides. The score function based on the ASP model can be applied widely in protein-ligand interaction studies and structure-based drug design.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Databases, Protein
  • Ligands
  • Macromolecular Substances
  • Neurokinin-1 Receptor Antagonists
  • Peptides / chemistry
  • Protein Binding
  • Protein Conformation
  • Proteins / chemistry*
  • Proteins / metabolism*
  • Receptors, Neurokinin-1 / chemistry
  • Software
  • Solvents / chemistry
  • Thermodynamics

Substances

  • Ligands
  • Macromolecular Substances
  • Neurokinin-1 Receptor Antagonists
  • Peptides
  • Proteins
  • Receptors, Neurokinin-1
  • Solvents