Quantitative structure‐mobility relationship analysis of imidazoline receptor ligands in CDs‐mediated CE

The performed quantitative structure‐mobility relationship (QSMR) study has investigated relative migration times of 11 guanidine/imidazoline derivatives, imidazoline receptor ligands, in CE system containing one of CDs, α‐, β‐, or γ‐CD, using linear and nonlinear modeling methods. The analyzed ligands and their inclusion complexes with CDs were fully examined and optimized at semiempirical parametrized model 3 level. The density functional theory, such as B3LYP/6–31G+(d,p)/3–21G(d)/STO‐3G(d,p)/STO‐3G(d), and ab initio theory, such as HF/3–21G(d)/STO‐3G(d), were applied for molecular descriptors computation of the optimized ligands and their complexes. Predictive performances of the developed QSMR models were tested by use of the cross‐validation and external test set prediction. Obtained results for Q² values (0.869, 0.911, and 0.966 for CE system containing α‐, β‐, and γ‐CD, respectively) and root mean squared error of prediction (0.239, 0.242, and 0.288 for α‐, β‐, and γ‐CD, respectively) were proved high predictive power of the proposed models. Finally, multitarget QSMR model, using the ligands descriptors (X) and the relative migration time in presence of α‐CD (Y1), β‐CD (Y2), and γ‐CD (Y3), has been created. The multitarget QSMR model can be used as initial screening predictive tool for CE migration behavior of other related guanidine/imidazoline derivatives in presence of α‐, β‐, and γ‐CD.