A series of a novel indole analogs (5-substituted-1-methyl/ethyl-3-((5-methyl-1-(morpholino/ piperazinmethyl)-1H-pyrazol-3-yl)-imino)indolin-2-one (5a-l) were synthesized via Schiff base and Mannich base mechanism. The structures of synthesized compounds were confirmed by IR, 1H NMR and mass spectral data. The antibacterial activity by was measured by agar diffusion method. Some of the analogs (5b, 5c, 5h, 5i and 5j) showed excellent antibacterial recreation against Staphylococcus aureus, Bacillus subtilis and Escherichia coli, Salmonella paratyphi, Pseudomonas and compounds 5f, 5g, 5i showed good activity against MCF-7 cell line through MTT assay method. The molecular docking studies of novel indole analogs revealed that compound 5i suggests perfect dock rating of -5.826 with glide binding strength of -38.76 Kcal/mol. Dock results of all the compounds were ranged from -5.826 (compound 5i) to -2.792 (compound 5d).