The purpose of this study was to develop a quantitative structure–property relationship(QSPR) model based on the enhanced replacement method(ERM) and support vector machine(SVM) to predict the blood-to-brain barrier ...The purpose of this study was to develop a quantitative structure–property relationship(QSPR) model based on the enhanced replacement method(ERM) and support vector machine(SVM) to predict the blood-to-brain barrier partitioning behavior(log BB) of various drugs and organic compounds. Different molecular descriptors were calculated using a dragon package to represent the molecular structures of the compounds studied. The enhanced replacement method(ERM) was used to select the variables and construct the SVM model. The correlation coefficient, R^2, between experimental results and predicted log BB was 0.878 and 0.986, respectively. The results obtained demonstrated that, for all compounds, the log BB values estimated by SVM agreed with the experimental data, demonstrating that SVM is an effective method for model development, and can be used as a powerful chemometric tool in QSPR studies.展开更多
The purpose of this paper is to present a novel way to building quantitative structure-property relationship(QSPR) models for predicting the gas-to-benzene solvation enthalpy(ΔHSolv) of 158 organic compounds based on...The purpose of this paper is to present a novel way to building quantitative structure-property relationship(QSPR) models for predicting the gas-to-benzene solvation enthalpy(ΔHSolv) of 158 organic compounds based on molecular descriptors calculated from the structure alone. Different kinds of descriptors were calculated for each compounds using dragon package. The variable selection technique of enhanced replacement method(ERM) was employed to select optimal subset of descriptors. Our investigation reveals that the dependence of physico-chemical properties on solvation enthalpy is a nonlinear observable fact and that ERM method is unable to model the solvation enthalpy accurately. The standard error value of prediction set for support vector machine(SVM) is 1.681 kJ ? mol^(-1) while it is 4.624 kJ ? mol^(-1) for ERM. The results established that the calculated ΔHSolvvalues by SVM were in good agreement with the experimental ones, and the performances of the SVM models were superior to those obtained by ERM one. This indicates that SVM can be used as an alternative modeling tool for QSPR studies.展开更多
文摘The purpose of this study was to develop a quantitative structure–property relationship(QSPR) model based on the enhanced replacement method(ERM) and support vector machine(SVM) to predict the blood-to-brain barrier partitioning behavior(log BB) of various drugs and organic compounds. Different molecular descriptors were calculated using a dragon package to represent the molecular structures of the compounds studied. The enhanced replacement method(ERM) was used to select the variables and construct the SVM model. The correlation coefficient, R^2, between experimental results and predicted log BB was 0.878 and 0.986, respectively. The results obtained demonstrated that, for all compounds, the log BB values estimated by SVM agreed with the experimental data, demonstrating that SVM is an effective method for model development, and can be used as a powerful chemometric tool in QSPR studies.
文摘The purpose of this paper is to present a novel way to building quantitative structure-property relationship(QSPR) models for predicting the gas-to-benzene solvation enthalpy(ΔHSolv) of 158 organic compounds based on molecular descriptors calculated from the structure alone. Different kinds of descriptors were calculated for each compounds using dragon package. The variable selection technique of enhanced replacement method(ERM) was employed to select optimal subset of descriptors. Our investigation reveals that the dependence of physico-chemical properties on solvation enthalpy is a nonlinear observable fact and that ERM method is unable to model the solvation enthalpy accurately. The standard error value of prediction set for support vector machine(SVM) is 1.681 kJ ? mol^(-1) while it is 4.624 kJ ? mol^(-1) for ERM. The results established that the calculated ΔHSolvvalues by SVM were in good agreement with the experimental ones, and the performances of the SVM models were superior to those obtained by ERM one. This indicates that SVM can be used as an alternative modeling tool for QSPR studies.
