title: Improved building up a model of toxicity towards Pimephales promelas by the Monte Carlo method.
abstract: By optimization of so-called correlation weights of attributes of simplified molecular input-line entry system (SMILES) quantitative structure - activity relationships (QSAR) for toxicity towards Pimephales promelas are established. A new SMILES attribute has been utilized in this work. This attribute is a molecular descriptor, which reflects (i) presence of different kinds of bonds (double, triple, and stereo chemical bonds); (ii) presence of nitrogen, oxygen, sulphur, and phosphorus atoms; and (iii) presence of fluorine, chlorine, bromine, and iodine atoms. The statistical characteristics of the best model are the following: n=226, r2=0.7630, RMSE=0.654 (training set); n=114, r2=0.7024, RMSE=0.766 (calibration set); n=226, r2=0.6292, RMSE=0.870 (validation set). A new criterion to select a preferable split into the training and validation sets are suggested and discussed.
authors.affiliation: IRCCS-Istituto di Ricerche Farmacologiche Mario Negri, Via La Masa 19, 20156 Milan, Italy. Electronic address: alla.toropova@marionegri.it.
authors.forename: Alla P
authors.initials: AP
authors.lastname: Toropova
authors.affiliation: IRCCS-Istituto di Ricerche Farmacologiche Mario Negri, Via La Masa 19, 20156 Milan, Italy.
authors.forename: Andrey A
authors.initials: AA
authors.lastname: Toropov
authors.affiliation: Third Department of Medicine-Department of Endocrinology and Metabolism, First Faculty of Medicine, Charles University in Prague and General University Hospital in Prague, UNemocnice1, 12808 Prague 2, Czechia.
authors.forename: Maria
authors.initials: M
authors.lastname: Raskova
authors.affiliation: Third Department of Medicine-Department of Endocrinology and Metabolism, First Faculty of Medicine, Charles University in Prague and General University Hospital in Prague, UNemocnice1, 12808 Prague 2, Czechia.
authors.forename: Ivan
authors.initials: I
authors.lastname: Raska
mesh_terms: D000818:Animals; D003530:Cyprinidae / Q000254:growth & development* / Q000378:metabolism; D007928:Lethal Dose 50; D008954:Models, Biological; D009010:Monte Carlo Method; D021281:Quantitative Structure-Activity Relationship; D014874:Water Pollutants, Chemical / Q000737:chemistry* / Q000633:toxicity*
chemical_list: D014874:Water Pollutants, Chemical
keywords: CORAL software; Monte carlo method; Pimephales promelas; QSAR; Toxicity