Prediction of C-13 NMR chemical shifts by artificial neural network. I. Partial charge model as atomic descriptor

摘要

Mulliken population analysis (MPA), Hirshfeld population analysis (HPA), Charge Model 5 (CM5) and Hu Lu Yang charge fitting method (HLY) were considered in order to reveal influence of atomic partial charges on the C-13 NMR chemical shifts. The test set included seven classes of organic molecules. Partial charges of carbon atoms were obtained from quantum-chemical calculations at DFT/HISS level. Linear regressions were constructed as estimators of accuracy of each model. The best approach was shown by multivariate regression with MPA, HPA, and CM5 charges as predictors in a linear model with mean value of R-2 = 0.8917. (C) 2016 Elsevier B.V. All rights reserved.