Construction of a Statistical Evaluation Model Based on Molecular Centrality to Find Retrosynthetically Important Bonds in Organic Compounds

Autor:	Tetsuhiko Takabatake, Akio Tanaka, Mihoko Fujii, Kimito Funatsu, Takashi Kawai, Hideho Okamoto, Tsutomu Matsumoto
Rok vydání:	2008
Předmět:	Molecular complexity Computational chemistry Chemistry Bond Product (mathematics) Organic Chemistry Structure (category theory) Molecule Statistical physics Physical and Theoretical Chemistry Centrality Bond-dissociation energy Retrosynthetic analysis
Zdroj:	European Journal of Organic Chemistry. 2008:5995-6007
ISSN:	1099-0690 1434-193X
Popis:	For the purpose of finding retrosynthetically important bonds in a molecule, a new evaluation score has been defined through a logistic regression analysis of known reactions stored in reaction databases. We conceived that reaction center bonds in reaction databases describe one of the most retrosynthetically important bonds for each product structure. The derived statistical equation consists of bond centrality and bond dissociation energy terms. The equation shows that synthetically useful bonds tend to be more central in a molecule and to be weaker bonds. Coefficients in two statistical equations derived from two different reaction data sets are quite similar to each other. From a comparison of molecular complexities and validation with 35 complicated organic compounds, the evaluation equation was proved to be useful. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Databáze:	OpenAIRE
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