Graph-Mining Algorithm for the Evaluation of Bond Formability

Frédéric Pennerath 1 Gilles Niel 2 Philippe Vismara 3 Philippe Jauffret 4 Claude Lauren 2 Amedeo Napoli 5
1 SUPELEC-Campus Metz
2 ICGM ICMMM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier
3 COCONUT - Agents, Apprentissage, Contraintes
LIRMM - Laboratoire d'Informatique de Robotique et de Microélectronique de Montpellier
4 UGCN - Unité de Gestion de la Chimiothèque Nationale
5 ORPAILLEUR - Knowledge representation, reasonning
INRIA Lorraine, LORIA - Laboratoire Lorrain de Recherche en Informatique et ses Applications
Abstract : The formability of a bond in a target molecule is a bond property related to the problem of finding a reaction that synthesizes the target by forming the bond: the easier this problem, the higher the formability. Bond formability provides an interesting piece of information that might be used for selecting strategic bonds during a retrosynthesic analysis or for assessing synthetic accessibility in virtual screening. The article describes a graph-mining algorithm called GemsBond that evaluates formability of bonds by mining structural environments contained in several thousand molecular graphs of reaction products. When tested on reaction databases, GemsBond recognizes most formed bonds in reaction products and provides explanations consistent with knowledge in organic synthesis.
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Journal articles
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https://hal-supelec.archives-ouvertes.fr/hal-00471405
Contributor : Sébastien van Luchene <>
Submitted on : Thursday, April 8, 2010 - 11:04:39 AM
Last modification on : Tuesday, July 9, 2019 - 11:58:02 AM

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INRIA | ICG | SUPELEC | COCONUT | INC-CNRS | LIRMM | LORIA | UNIV-LORRAINE | MIPS | CHIMIE | UNIV-MONTPELLIER

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Frédéric Pennerath, Gilles Niel, Philippe Vismara, Philippe Jauffret, Claude Lauren, et al.. Graph-Mining Algorithm for the Evaluation of Bond Formability. Journal of Chemical Information and Modeling, American Chemical Society, 2010, 50 (2), pp.221-239. ⟨10.1021/ci9003909⟩. ⟨hal-00471405⟩

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