Synthesis, solvent polarity(polar and nonpolar), structural and electronic properties with diverse solvents and biological studies of (E)-3-((3-chloro-4-fluorophenyl) imino) indolin-2-one

•The target molecule was synthesized and characterized using FT-IR, UV–Visible, NMR.•Electronic properties, vibrational frequencies, MEP, HOMO, NBO, FT-IR, NMR were calculated.•Gas phase, Polar protic, aprotic, and non-polar solvents are used to investigate.•Drug- Receptor interactions were conveyed through molecular docking investigations. Isatin compounds' intriguing biological potential has captivated chemists' interest. A synthetic (E)-3-((3-chloro-4-fluorophenyl) imino) indolin-2-one (3CF4I) containing isatin derivatives has been evaluated experimentally and computationally by DFT while being used in a solvation research investigation with a variety of solvents, polar protic (PP), aprotic (PA) and non-polar (NP). DFT has been performed using WB97XD/ 6–311++ G (d, p) basis set, most stable optimum structure has uncovered, followed by FTIR, UV and NMR investigation. NCA has been exploit to supplement vibrational allocations attributed to various vibration modes with potential energy distribution. According to the recorded frequency, predicted vibrational absorption bands correlated well. Using IEFPCM, we probedoptimal geometrical characteristics, UV–Vis spectra, band gap (ΔE) energy, and MEP analyses in PP, PA, and NP solvents. Global classifiers and chemical reactivity have been substantially altered by solvents. Electrophilic and nucleophilic areas were located on the MEP map. The molecule's stability has been scrutinized utilising NBO analysis. The transition π* (C14-C15) → π* (C12-C13) has a higher stabilization energy 223.09 kcal/mol indicating strong delocalization inside the phenyl ring. Using Multiwfn 3.7, topological investigations ELF, LOL, and RDG have been conducted to identify the bonding zones and weakest contacts in 3CF4I. Using Lipinski's behest of five, substance's drug-like properties had been proven and molecule is recommended for use in pharmaceuticals using ADMET contour. In-vitro antiproliferative activity of 3CF4I was tested against sixty human cancer cell lines. Antimicrobial tests have been performed to see how well the chemical worked against various bacterial and fungal strains. Docking of 3CF4I with 6GCM (E. coli),3FYW (Staph. aureus),6M4C (C. albicans),4YNT (Aspergillus Flaves) proteins have been done, and lowest binding energy −6.8 kcal/mol has been achieved for 4YNT protein. Utilizing molecular dynamics simulations (MDS), stability of the titular molecule has been explored.