Use of electron density critical points as chemical function-based reduced representations of pharmacological ligands

John Binamé; Nathalie Meurice; Laurence Leherte; Janice Glasgow; Suzanne Fortier; Daniel P. Vercauteren

doi:10.1021/ci034157x

Use of electron density critical points as chemical function-based reduced representations of pharmacological ligands

John Binamé, Nathalie Meurice, Laurence Leherte, Janice Glasgow, Suzanne Fortier, Daniel P. Vercauteren

Phoenix/Scottsdale, AZ

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

In this paper, we propose a reduced representation of molecules of pharmacological interest based on their chemical functions. The proposed representations of the molecules are obtained by a topological analysis of their electron density maps at medium resolution, leading to graphs of critical points. The distribution of the different types of critical points are compared at various levels of resolution for a training set of 22 molecules in order to define the optimal resolution level leading to the best representation of the various chemical functions. The reduced representations can in the future be used for molecular similarity research and pharmacophore proposals.

Original language	English (US)
Pages (from-to)	1394-1401
Number of pages	8
Journal	Journal of Chemical Information and Computer Sciences
Volume	44
Issue number	4
DOIs	https://doi.org/10.1021/ci034157x
State	Published - Jul 2004

ASJC Scopus subject areas

Chemistry(all)
Information Systems
Computer Science Applications
Computational Theory and Mathematics

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10.1021/ci034157x

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AU - Meurice, Nathalie

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AU - Glasgow, Janice

AU - Fortier, Suzanne

AU - Vercauteren, Daniel P.

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AB - In this paper, we propose a reduced representation of molecules of pharmacological interest based on their chemical functions. The proposed representations of the molecules are obtained by a topological analysis of their electron density maps at medium resolution, leading to graphs of critical points. The distribution of the different types of critical points are compared at various levels of resolution for a training set of 22 molecules in order to define the optimal resolution level leading to the best representation of the various chemical functions. The reduced representations can in the future be used for molecular similarity research and pharmacophore proposals.

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Use of electron density critical points as chemical function-based reduced representations of pharmacological ligands

Abstract

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