Predicting the thermal stability of nitroaromatic compounds using chemoinformatic tools

Abstract : In the framework of the European REACH regulation major attention was recently devoted to toxicological and ecotoxicological problems while little attention has been dedicated to other important applications concerning chemical hazards, for instance, explosive properties. In this work different chemoinformatic tools such as partial least squares, multilinear regressions, and decision trees have been used for the development of a novel quantitative structure-property relationships to predict the heat of decomposition of a series of nitroaromatic compounds. Models were conceived in order to follow the regulatory requirements according to OECD principles for the validation of QSAR methods. Three models derived with MLR, PLS and decision tree techniques were developed, validated (internally and externally) and their applicability domains have been defined and analyzed. All models proved to be reliable with remarkable robustness in terms of full cross-validation scheme and showed good predictive power toward the external validation set. These models also present a large applicability domain within nitrobenzene derivatives and are easy to implement and interpret in terms of subjacent mechanisms.