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Quantitative Structure Activity Relationship (QSAR) Based on Electronic Descriptors and Docking Studies of Quinazoline Derivatives for Anticancer Activity
- Source :
- Oriental Journal of Chemistry. 34:2361-2369
- Publication Year :
- 2018
- Publisher :
- Oriental Scientific Publishing Company, 2018.
-
Abstract
- Quantitative structure-activity relationship (QSAR) based on electronic descriptors had been conducted on 2,3-dihydro-[1,4]dioxino[2,3-f]quinazoline analogues as anticancer using DFT/B3LYP method. The best QSAR equation described as follow: Log IC50 = -11.688 + (-35.522×qC6) + (-21.055×qC10) + (-85.682×qC12) + (-32.997×qO22) + (-85.129 EHOMO) + (19.724×ELUMO). Statistical value of R2 = 0.8732, rm2 = 0.7935, r2-r02/r2 = 0.0118, PRESS = 1.5727 and Fcalc/Ftable = 2.4067 used as external validation. Atomic net charge showed as the most important descriptor to predict activity and design new molecule. Following QSAR analysis, Lipinski rules was applied to filter the design compound due to physicochemical properties and resulted that all filtered compounds did not violate the rules. Docking analysis was conducted to determine interaction between proposed compounds and EGFR protein. Critical hydrogen bond was found in Met769 residue suggesting that proposed compounds could be used to inhibit EGFR protein.
- Subjects :
- Quantitative structure–activity relationship
Quinazoline derivatives
010405 organic chemistry
Chemistry
Ornamental horticulture
Industrial chemistry
General Chemistry
010402 general chemistry
01 natural sciences
Biochemistry
Combinatorial chemistry
0104 chemical sciences
Elsevier Biobase
Docking (molecular)
Drug Discovery
Environmental Chemistry
Material chemistry
Subjects
Details
- ISSN :
- 22315039 and 0970020X
- Volume :
- 34
- Database :
- OpenAIRE
- Journal :
- Oriental Journal of Chemistry
- Accession number :
- edsair.doi...........dcd3e2fbf1847bb98d196e3f53d2f385
- Full Text :
- https://doi.org/10.13005/ojc/340517