caa a22 4500 445878797 CHVBK 20180317145535.0 cr unu---uuuuu 170323e20111101xx s 000 0 eng 10.1007/s11030-011-9320-7 doi (NATIONALLICENCE)springer-10.1007/s11030-011-9320-7 QSAR model toward the rational design of new agrochemical fungicides with a defined resistance risk using substructural descriptors [Elektronische Daten] [Alejandro Speck-Planche, Valeria Kleandrova, Julio Rojas-Vargas] The increasing resistance of several phytopathogenic fungal species to the existing agrochemical fungicides has alarmed to the worldwide scientific community. There is no available methodology to predict in an efficient way if a new fungicide will have resistance risk due to fungal species which cause considerable crop losses. In an attempt to overcome this problem, a multi-resistance risk QSAR model, based on substructural descriptors was developed from a heterogeneous database of compounds. The purpose of this model is the classification, design, and prediction of agrochemical fungicides according to resistance risk categories. The QSAR model classified correctly 85.11% of the fungicides and the 85.07% of the inactive compounds in the training series, for an accuracy of 85.08%. In the prediction series, the percentages of correct classification were 85.71 and 86.55% for fungicides and inactive compounds, respectively, with an accuracy of 86.39%. Some fragments were extracted and their quantitative contributions to the fungicidal activity were calculated taking into consideration the different resistance risk categories for agrochemical fungicides. In the same way, some fragments present in molecules with fungicidal activity and with negative contributions were analyzed like structural alerts responsible of resistance risk. Springer Science+Business Media B.V., 2011 Agrochemical fungicides nationallicence Resistance risk nationallicence Molecular descriptors nationallicence Fragments nationallicence Linear discriminant analysis nationallicence Speck-Planche Alejandro Faculty of Natural Sciences, Department of Chemistry, University of Oriente, 90500, Santiago de Cuba, Cuba aut Kleandrova Valeria Faculty of Technology and Production Management, Moscow State University of Food Production, Volokolamskoe shosse 11, 125080, Moscow, Russia aut Rojas-Vargas Julio Faculty of Natural Sciences, Department of Chemistry, University of Oriente, 90500, Santiago de Cuba, Cuba aut Molecular Diversity Springer Netherlands 15/4(2011-11-01), 901-909 1381-1991 15:4<901 2011 15 11030 https://doi.org/10.1007/s11030-011-9320-7 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s11030-011-9320-7 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Speck-Planche Alejandro Faculty of Natural Sciences, Department of Chemistry, University of Oriente, 90500, Santiago de Cuba, Cuba aut NATIONALLICENCE 700 1- Kleandrova Valeria Faculty of Technology and Production Management, Moscow State University of Food Production, Volokolamskoe shosse 11, 125080, Moscow, Russia aut NATIONALLICENCE 700 1- Rojas-Vargas Julio Faculty of Natural Sciences, Department of Chemistry, University of Oriente, 90500, Santiago de Cuba, Cuba aut NATIONALLICENCE 773 0- Molecular Diversity Springer Netherlands 15/4(2011-11-01), 901-909 1381-1991 15:4<901 2011 15 11030 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer