Flexible docking method (FlexX), Comparative Molecular Field Analysis (CoMFA) method and Comparative Molecular Similarity Indices Analysis (CoMSIA) were applied to study the molecular docking and three-dimensional quantitative structure activity relationship (3D-QSAR) of two series of 4-alkoxy/benzyloxyphenyltetrazoles and 1, 3, 4-oxadiazoles. It was found that their bio-activity tested in our greenhouse is in accordance with the results from FlexX calculations. A simulation of docking of compound 3n on KARI (ketol-acid reducto-isomerase) was obtained. The binding pattern of 3n with KARI amino residues at the site of action was analyzed which indicated that several residues (Mg2+, Gly253, Met254, Glu319, Leu323, Cys517, Ser518, etc.) have important effects on hydrogen bond, coordination bond and hydrophobic interaction. A model with predictive ability was set up. The CoMFA model includes steric and electrostatic fields with a q2=0.636 and the CoMSIA model includes the electrostatic field with a q2=0.688. The analysis well fit to our bioassay data will provide useful information for further research.

Study of molecular docking and 3D-QSAR of 4-alkoxy/benzyloxyphenyltetrazoles and 1,3,4-oxadiazoles

248th National Meeting (2014)

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