STRUCTURE-REACTIVITY RELATIONSHIP IN BIMOLECULAR ELIMINATION REACTIONS BASED ON THE CONDENSED GRAPH OF A REACTION
T. I. Madzhidov1, A. V. Bodrov2, T. R. Gimadiev1,3, R. I. Nugmanov1, I. S. Antipin1, A. A. Varnek1,3
1Kazan Federal University, Russia
2Kazan State Medical University, Russia
3University of Strasburg, France
Keywords: bimolecular elimination, reaction rate constant, condensed graph of a reaction, cheminformatics, reaction descriptors, solvent descriptors
Abstract
By means of a structural representation of the chemical reactivity as a condensed graph a model predicting rate constants of the bimolecular elimination reaction is derived for the first time. The model developed enables the prediction of rate constants of reactions proceeding in different solvents or water-organic mixtures at different temperatures. It demonstrates a good predictive performance: a mean square deviation of predicted values from experimental ones is less than 0.7 logarithmic units. An outlier analysis shows that prediction errors are mainly due to the imperfection of the training data containing unique reactions. The model is available for users at arsole.u-strasbg.fr.
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