The effect of different log P algorithms on the modeling of the soil sorption coefficient of nonionic pesticides

Abstract

Collecting data on the effects of pesticides on the environment is a slow and costly process. Therefore, significant efforts have been focused on the development of models that predict physical, chemical or biological properties of environmental interest. The soil sorption coefficient normalized to the organic carbon content (Koc) is a key parameter that is used in environmental risk assessments. Thus, several log Koc prediction models that use the hydrophobic parameter log P as a descriptor have been reported in the literature. Often, algorithms are used to calculate the value of log P due to the lack of experimental values for this property. Despite the availability of various algorithms, previous studies fail to describe the procedure used to select the appropriate algorithm. In this study, models that correlate log Koc with log P were developed for a heterogeneous group of nonionic pesticides using different freeware algorithms. The statistical qualities and predictive power of all of the models were evaluated. Thus, this study was conducted to assess the effect of the log P algorithm choice on log Koc modeling. The results clearly demonstrate that the lack of a selection criterion may result in inappropriate prediction models. Seven algorithms were tested, of which only two (ALOGPS and KOWWIN) produced good results. A sensible choice may result in simple models with statistical qualities and predictive power values that are comparable to those of more complex models. Therefore, the selection of the appropriate log P algorithm for modeling log Koc cannot be arbitrary but must be based on the chemical structure of compounds and the characteristics of the available algorithms.

Keywords: Environmental risks; Hydrophobic parameter; Models; QSPR; Soil contamination.