Literature DB >> 30173397

Rescoring of docking poses under Occam's Razor: are there simpler solutions?

Michael Zhenin1, Malkeet Singh Bahia1, Gilles Marcou2, Alexandre Varnek2, Hanoch Senderowitz1, Dragos Horvath3.   

Abstract

Ligand affinity prediction from docking simulations is usually performed by means of highly empirical and diverse protocols. These protocols often involve the re-scoring of poses generated by a force field (FF) based Hamiltonian to provide either estimated binding affinities-or alternatively, some empirical goodness score. Re-scoring is performed by so-called scoring functions-typically, a reweighted sum of FF terms augmented by additional terms (e.g., desolvation/entropic penalty, hydrophobicity, aromatic interactions etc.). Sometimes, the scoring function actually drives ligand positioning, but often it only operates on the best scoring poses ranked top by the initial ligand positioning tool. In either of these rather intricate scenarios, scoring functions are docking-specific models, and most require machine-learning-based calibration. Therefore, docking simulations are less straightforward when compared to "standard" molecular simulations in which the FF Hamiltonian defines the energy, and affinity emerges as an ensemble average property over pools of representative conformers (i.e., the trajectory). Paraphrasing on Occam's Razor principle, additional model complexity is only acceptable if demonstrated to bring a significant improvement of prediction quality. In this work we therefore examined whether the complexity inherent to scoring functions is indeed justified. For this purpose we compared sampler for multiple protein-ligand entities, a general purpose conformation sampler based on the AMBER/GAFF FF, complemented with continuum solvation terms, with several state of the art docking tools that rely on calibrated scoring functions (Glide, Gold, Autodock-Vina) in terms of its ability to top-rank the actives from large and diverse ligand series associated with various proteins. There is no clear winner of this study, where each program performed well on most of the targets, but also failed with respect to at least one of them. Therefore, a well-parameterized force field with a simple, energy-based ligand ranking protocol appears to be an as effective docking protocol as intricate rescoring strategies based on scoring functions. A tool that can sample the conformational space of the free ligand, the bound ligand and the protein binding site using the same force field may avoid many of the approximations common to contemporary docking protocols and allow e.g., for docking into highly flexible active sites, when current scoring functions are not well suited to estimate receptor strain energies.

Keywords:  Docking; Force field calculations; Scoring

Mesh:

Substances:

Year:  2018        PMID: 30173397     DOI: 10.1007/s10822-018-0155-5

Source DB:  PubMed          Journal:  J Comput Aided Mol Des        ISSN: 0920-654X            Impact factor:   3.686


  48 in total

1.  VEGA--an open platform to develop chemo-bio-informatics applications, using plug-in architecture and script programming.

Authors:  Alessandro Pedretti; Luigi Villa; Giulio Vistoli
Journal:  J Comput Aided Mol Des       Date:  2004-03       Impact factor: 3.686

2.  Glide: a new approach for rapid, accurate docking and scoring. 1. Method and assessment of docking accuracy.

Authors:  Richard A Friesner; Jay L Banks; Robert B Murphy; Thomas A Halgren; Jasna J Klicic; Daniel T Mainz; Matthew P Repasky; Eric H Knoll; Mee Shelley; Jason K Perry; David E Shaw; Perry Francis; Peter S Shenkin
Journal:  J Med Chem       Date:  2004-03-25       Impact factor: 7.446

3.  On outliers and activity cliffs--why QSAR often disappoints.

Authors:  Gerald M Maggiora
Journal:  J Chem Inf Model       Date:  2006 Jul-Aug       Impact factor: 4.956

4.  Extra precision glide: docking and scoring incorporating a model of hydrophobic enclosure for protein-ligand complexes.

Authors:  Richard A Friesner; Robert B Murphy; Matthew P Repasky; Leah L Frye; Jeremy R Greenwood; Thomas A Halgren; Paul C Sanschagrin; Daniel T Mainz
Journal:  J Med Chem       Date:  2006-10-19       Impact factor: 7.446

5.  The generalisation of student's problems when several different population variances are involved.

Authors:  B L WELCH
Journal:  Biometrika       Date:  1947       Impact factor: 2.445

6.  Predicting the predictability: a unified approach to the applicability domain problem of QSAR models.

Authors:  Horvath Dragos; Marcou Gilles; Varnek Alexandre
Journal:  J Chem Inf Model       Date:  2009-07       Impact factor: 4.956

7.  A virtual screening approach applied to the search for trypanothione reductase inhibitors.

Authors:  D Horvath
Journal:  J Med Chem       Date:  1997-07-18       Impact factor: 7.446

8.  POSIT: Flexible Shape-Guided Docking For Pose Prediction.

Authors:  Brian P Kelley; Scott P Brown; Gregory L Warren; Steven W Muchmore
Journal:  J Chem Inf Model       Date:  2015-07-24       Impact factor: 4.956

9.  QSAR: dead or alive?

Authors:  Arthur M Doweyko
Journal:  J Comput Aided Mol Des       Date:  2008-01-09       Impact factor: 4.179

10.  Knowledge-guided docking: accurate prospective prediction of bound configurations of novel ligands using Surflex-Dock.

Authors:  Ann E Cleves; Ajay N Jain
Journal:  J Comput Aided Mol Des       Date:  2015-05-05       Impact factor: 3.686

View more
  1 in total

1.  Nonparametric chemical descriptors for the calculation of ligand-biopolymer affinities with machine-learning scoring functions.

Authors:  Edelmiro Moman; Maria A Grishina; Vladimir A Potemkin
Journal:  J Comput Aided Mol Des       Date:  2019-11-14       Impact factor: 3.686

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.