Modeling Water Molecules in Protein−Ligand Docking Using GOLD

Marcel L. Verdonk, Gianni Chessari, Jason C. Cole, Michael J. Hartshorn, Christopher W. Murray, J. Willem M. Nissink, Richard D. Taylor, Robin Taylor

Journal of Medicinal Chemistry · 2005 · 390 citations · 39 references

Concepts

Abstract

We implemented a novel approach to score water mediation and displacement in the protein-ligand docking program GOLD. The method allows water molecules to switch on and off and to rotate around their three principal axes. A constant penalty, sigma(p), representing the loss of rigid-body entropy, is added for water molecules that are switched on, hence rewarding water displacement. We tested the methodology in an extensive validation study. First, sigma(p) is optimized against a training set of 58 protein-ligand complexes. For this training set, our algorithm correctly predicts water mediation/displacement in approximately 92% of the cases. We observed small improvements in the quality of the predicted binding modes for water-mediated complexes. In the second part of this work, an entirely independent set of 225 complexes is used. For this test set, our algorithm correctly predicts water mediation/displacement in approximately 93% of the cases. Improvements in binding mode quality were observed for individual water-mediated complexes.

References

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