Three-Dimension Quantitative Structure-Activity Relationship Analysis of Some Cinnamamides Using Comparative Molecular Similarity Indices Analysis (CoMSIA)

Comparative molecular similarity indices analysis (CoMSIA) has been applied to a data set of cinnamamides. Five different properties: steric, electrostatic, hydrophobic, H-bond donor and H-bond acceptor, assumed to cover the major contributions to ligand binding, were used to generate the 3D-QSAR model. A significant cross-validated correlation coefficient q 2 (0.691) was obtained, indicating the statistical significance of the model for untested compounds of this class. The model was used to predict the anticonvulsant activities of five test-set compounds, and the predicted values were in good agreement with the experimental results. Moreover, from the contour maps, the key features vital to ligand binding have been identified, which are important for us to trace the important properties and gain insight into the potential mechanisms of intermolecular interactions between ligand and receptor.