Application of self organizing maps and GA-MLR for the estimation of stability constant of 18-crown-6 ether derivatives with sodium cation

作者：Ahmadi Shahin^*; Babaee Elahe; Khazaei Mohammad Reza

来源：Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2014, 79(1-2): 141-149.

DOI：10.1007/s10847-013-0337-7

• QSPR
• Binding constant
• 18C6 ether derivatives
• SOM
• GA-MLR

A quantitative structure-property relationship (QSPR) study of a binding constant of 18-crown-6 ether derivatives with sodium cation was performed. Constitutional, Topological and WHIM, as well as GETAWAY, 3D-MoRSE, and Aromaticity Indices descriptors generated from Dragon, were selected to describe the molecules. Self organizing map (SOM) was used to split the original data set into calibration and test set. Genetic algorithm-multiple linear regression technique was used to establish QSPR model for calibration set. Finally, the best six-dimensional model, developed on a calibration set of molecules and the external validation was performed on test set of molecules. The stability and predictability of QSPR model determined with the leave one out cross validated variance and the external-validated variance. This QSPR approach can contribute to a better understanding of structural factors of the crown ethers with metal cations and be useful in predicting the binding constant of other organic compounds with metal ions.