A series of new benzimidazole dithiocarbamates were synthesized and evaluated for antitumor activity against three cancer cell lines (A-549, MDA-MB and HT-29). The chemical structures of the synthesized compounds were established on the basis of spectral data and elemental analyses. They were further subjected to the molecular properties studies using different softwares viz., Mol inspiration, Mol soft, and ALOPGPS 2.1 program. Toxicity parameters were calculated using Osiris Software. All compounds are nontoxic; fulfil the solubility requirements and passing oral bioavailability criteria. Among the series, compound 4p with benzylamino side chain with 5-methyl group exhibited potent in-vitro antitumor activity with IC50 values of 3.38±1.9 μg/ml when compared to Cisplatin with IC50 of 10.7±1.5 μg/ml against MDA-MB cell lines.