Antibacterial Activity, Molecular Docking, In-silico Adme, and Toxicity Studies: Synthesis of N-(4-nitrobenzyl) Aniline and N-(4-nitrobenzylidene) Aniline
Year: 2026
Type: article
Abstract: In the present investigation, two compounds, 4-methyl-N-(4-nitrobenzylidene) aniline (3) and 4-methyl-N-(4-nitrobenzyl)aniline (4), were successfully synthesized through an efficient synthetic method and obtained in good yields. Synthesized Schiff base was further reduced via NaBH4, and their structures were confirmed by[1] H NMR spectra. Synthesized compounds displayed broad-spectrum antibacterial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Klebsiella pneumoniae with moderate to good inhibitory effects. Compound 3 showed good antibacterial potency against S. aureus (24 mm) and K. pneumoniae (20 mm). Further, molecular docking studies against the target protein (PDB ID: 1KZN, E. coli) exhibited good binding affinity (docking scores of -7.7 and -7.4 kcal/mol) with diverse binding interactions with active-site residues. ADME prediction revealed satisfactory pharmacokinetic profiles for both compounds, including high gastrointestinal absorption, BBB permeability, and non-substrate behavior toward P-glycoprotein. Further, zero Lipinski rule violations and a bioavailability score of 0.55, suggesting good oral drug-likeness. Overall, both compounds exhibited promising antibacterial activity, favorable binding interactions, pharmacokinetic and toxicity properties, thus representing promising scaffolds for further study and biological evaluation.
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
OpenAlex ID: W7168404919
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