Novel Heterocyclic compounds based on Indoline moiety were synthesized and characterized.1'-Methyl-5'-(3-nitrophenyl)-2H-dispiro[acenaphthylene-1,2'-pyrrolidine-4',3''-indoline] 2,2''-dione compound was characterized by FT-IR, 1H-NMR, 13C-NMR, Mass spectrum, UV-Visible spectrum. Alsomolecular docking studies of the best compound were analyzed on anti-bacterial evaluation. The1'-Methyl-5'-(3-nitrophenyl)-2H-dispiro[acenaphthylene-1,2'-pyrrolidine-4',3''-indoline]-2,2''-dioneshowed good binding affinity with the protein.Additionally, in vitro antibacterial activity evaluated for all the synthesized compounds and shows good anti-bacterial activity.