Quasi-SMILES: Self-consistent models for toxicity of organic chemicals to tadpoles

Simplified molecular input-line entry systems (SMILES) are the representation of the molecular structure that can be used to establish quantitative structure-property/activity relationships (QSPRs/QSARs) for various endpoints expressed as mathematical functions of the molecular architecture. Quasi-SMILES is extending the traditional SMILES by means of additional symbols that reflect experimental conditions. Using the quasi-SMILES models of toxicity to tadpoles gives the possibility to build up models by taking into account the time of exposure. Toxic effects of experimental situations expressed via 188 quasi-SMILES (the negative logarithm of molar concentrations which lead to lethal 50% tadpoles effected during 12 h, 24 h, 48 h, 72 h, and 96 h) were modelled with good results (the average determination coefficient for the validation sets is about 0.97). In this way, we developed new models for this amphibian endpoint, which is poorly studied. [Display omitted] •A model of toxicity as a function of all available data is proposed.•Model calculated with so-called quasi-SMILES.•Quasi-SMILES is a string encoding observed conditions.•Conditions are exposure times and kinds of tadpoles.•The statistical quality of models toxicity to tadpoles is reproducible.