Structural and computational investigation of the novel Isatin derivative: Exploration of the pharmacokinetic and drug properties

Kishor Prasadand, S and Chethan, B. S. and Pruthviraj, K. and Niranjana, S. V. and Kenchanna, S. and Neetha, S. and Manjunatha, K. and Pramodh, B. and Lokanath, N. K. and Sunil, K. (2026) Structural and computational investigation of the novel Isatin derivative: Exploration of the pharmacokinetic and drug properties. Journal of Molecular Structure, 1349. p. 143674. ISSN 0022-2860

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Abstract

One of the pressing challenges in modern medicine and pharmacology is the identification of novel, biologically active agents with potent antibacterial properties. In present study, a novel isatin derivative was synthesized and its physicochemical characteristics were investigated using various spectroscopic techniques. The crystal structure of the synthesized compound (E)-1-benzyl-3-(methoxyimino)indolin-2-one (EBMIO) was determined via single-crystal X-ray diffraction analysis. To explore the role of intermolecular forces in the molecular packing, Hirshfeld surface analysis was performed, and the interactions were further visualized using two-dimensional fingerprint plots. These analyses revealed that C–H···O and C–H···H interactions predominantly govern the crystal packing, leading to the formation of multiple supramolecular synthons that contribute to enhanced crystal stability. In addition, density functional theory (DFT) calculations were carried out at the 6–311+G(d,p) level to optimize the molecular geometry and determine key electronic parameters, including total energy, HOMO–LUMO energy gap, and vibrational spectra. The computed results indicated a moderate degree of structural and electronic stability. Molecular docking studies were also undertaken to assess the binding affinity of the synthesized compound with gamma-aminobutyric acid (GABA) receptor, yielding a good docking score of –7.1 kcal/mol. Furthermore, pharmacokinetic profile and ADMET (Absorption, Distribution, Metabolism, Excretion, and Toxicity) characteristics of the compound were systematically evaluated and compared with the standard drug.

Item Type:	Article
Uncontrolled Keywords:	Crystal structure, DFT, Hirshfeld surface analysis, Molecular docking, ADMET, Pharmacokinetic analysis
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Physics
Depositing User:	C Swapna Library Assistant
Date Deposited:	12 Nov 2025 06:04
Last Modified:	12 Nov 2025 06:04
URI:	http://eprints.uni-mysore.ac.in/id/eprint/17914

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