Molecular structure prediction, experimental and theoretical properties, and biological activities of (E)-5-nitro-3-(phenylimino) indolin-2-one- in-vitro against 60 lethal tumour cell lines.

• Geometry optimization of the molecules have been carried out using DFT. • FT-IR and FT-Raman techniques combined with DFT calculations. • HOMO–LUMO, NBO, MEP, ELF and LOL study has been performed. • UV–vis study predicted the electronic excitations by using TD-DFT method. • Molecular docking with proteins upholds anti-tubercular activity. In this study an isatin derivative (E)-5-nitro-3-(phenylimino) indolin-2-one (5NPI) has been synthesized and examined utilizing quantum chemical calculations of DFT approach for structural optimization, electronic and vibrational characteristics. Functional groups have been detected using FT-IR spectra and compared with simulated spectra. To model UV–vis absorption and identify electronic characteristics in solvents and gas phase, TD-DFT computations have been performed. The GIAO technique was used to measure chemical shifting in NMR in several different solvents. Theoretical parameters coincide perfectly with experimental data. HOMO and LUMO band gaps reflect chemical activity and have satisfactory charge exchange inside the molecule. RDG analysis, topological and NBO investigations have been used to study weak intermolecular interactions. Reactive regions of the 5NPI compound have been determined using MEP and Fukui functions. NLO behavior has been computed using hyperpolarizability parameters. The anticancer activities of the compound 5NPI were evaluated from the National Cancer Institute (NCI), USA and subjected to in-silico analysis such as drug-likeness, ADMET and molecular docking. The compound 5NPI has been docked with 3RUX, 8ADA, 3TFU and 6TOJ proteins and showed moderate binding affinity as −7.14, −6.42, −6.68 and −8.41 kcal/mol respectively. Compound 5NPI is used as a lead molecule in the treatment of TB along with various tumors. [ABSTRACT FROM AUTHOR]