In Silico Investigations of Some Carbohydrate Derivatives: Pass Prediction, ADMET, QSAR, and Molecular Docking Studies against Pseudomonas aeruginosa

Abstract

Carbohydrates are plentiful naturally occurring macromolecules that are crucial to a range of biological activities. Therefore, the focus of our research group has been on computational studies of previously synthesized methyl α-D-glucopyranoside (α-MGP) derivatives. To determine the chemical descriptors of the synthesized compounds, quantum chemical research was conducted using Gaussian09 and the DFT (density functional theory) calculations. Frontier molecular orbital features, electrostatics potential, and thermodynamic properties of these optimized compounds are investigated. PASS (prediction of activity spectra for substances) showed the excellent thermodynamic and antimicrobial properties of the designed α-MGP derivatives. The binding energy and binding strategies of certain bacterial proteins from Pseudomonas aeruginosa (3PBN, and 3PBS) were investigated using molecular docking simulations, and adequate binding affinity was reported. QSAR (quantitative structure-activity correlations) analysis found a better drug-likeness profile for all α-MGP derivatives, and pharmacokinetic prediction demonstrated an enhanced drug-likeness profile of α-MGP derivatives. Furthermore, by side chain alteration in the α-D-glucopyranoside sequence, these compounds can be thought of as strong antibacterial agents.