SMILES as an alternative to the graph in QSAR modelling of bee toxicity

Andrey A Toropov; Emilio Benfenati

doi:10.1016/j.compbiolchem.2007.01.003

SMILES as an alternative to the graph in QSAR modelling of bee toxicity

Comput Biol Chem. 2007 Feb;31(1):57-60. doi: 10.1016/j.compbiolchem.2007.01.003. Epub 2007 Jan 5.

Authors

Andrey A Toropov¹, Emilio Benfenati

Affiliation

¹ Laboratory of Environmental Chemistry and Toxicology, Istituto di Ricerche Farmacologiche Mario Negri, Via Eritrea 62, 20157 Milan, Italy. aatoropov@yahoo.com

PMID: 17275412
DOI: 10.1016/j.compbiolchem.2007.01.003

Abstract

Simplified Molecular Input Line Entry System (SMILES) nomenclature has been used as elucidating the molecular structure in construction of the quantitative structure-activity relationships (QSAR) for predicting bee toxicity. On the basis of the symbols used in the SMILES notation numerical parameters have been obtained, which are simple and fast to calculate. The method has been used to develop a QSAR model to predict toxicity of pesticides on bees. Results on a heterogeneous set of pesticides are good. Statistical characteristics of this model are: n=85, R2=0.68, s=0.82, F=180 (training set); n=20, R2=0.72, s=0.68, F=46 (test set).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Bees / drug effects*
Models, Biological
Molecular Structure
Monte Carlo Method
Pesticides / chemistry*
Pesticides / toxicity*
Quantitative Structure-Activity Relationship*

Substances

Pesticides