Design of New Potent Insecticides of Organophosphate Derivatives Based on QSAR Analysis

https://doi.org/10.22146/ijc.21331

Mudasir Mudasir(1*), Yari Mukti Wibowo(2), Harno Dwi Pranowo(3)

(1) Austrian-Indonesian Centre (AIC) for Computational Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara P.O. Box Bls. 21, Yogyakarta 55281
(2) Austrian-Indonesian Centre (AIC) for Computational Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara P.O. Box Bls. 21, Yogyakarta 55281
(3) Austrian-Indonesian Centre (AIC) for Computational Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara P.O. Box Bls. 21, Yogyakarta 55281
(*) Corresponding Author

Abstract


Design of new potent insecticide compounds of organophosphate derivatives based on QSAR (Quantitative Structure-Activity Relationship) analytical model has been conducted. Organophosphate derivative compounds and their activities were obtained from the literature. Computational modeling of the structure of organophosphate derivative compounds and calculation of their QSAR descriptors have been done by AM1 (Austin Model 1) method. The best QSAR model was selected from the QSAR models that used only electronic descriptors and from those using both electronic and molecular descriptors. The best QSAR model obtained was:

Log LD50 = 50.872 - 66.457 qC1 - 65.735 qC6 + 83.115 qO7

(n = 30, r = 0.876, adjusted r2 = 0.741, Fcal/Ftab = 9.636, PRESS = 2.414 x 10-6)

The best QSAR model was then used to design in silico new compounds of insecticide of organophosphate derivatives with better activity as compared to the existing synthesized organophosphate derivatives. So far, the most potent insecticide of organophosphate compound that has been successfully synthesized had log LD50 of -5.20, while the new designed compound based on the best QSAR model, i.e.: 4-(diethoxy phosphoryloxy) benzene sulfonic acid, had log LD50 prediction of -7.29. Therefore, the new designed insecticide compound is suggested to be synthesized and tested for its activity in laboratory for further verification.

Keywords


QSAR analysis; insecticides; organophosphate; semi-emphiric AM-1; molecular design

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DOI: https://doi.org/10.22146/ijc.21331

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