The natural polysaccharide chitosan has been extensively studied for predicting its efficiency as drug delivery systems for tumor. The ‘smartness’ of chitosan to release drug molecules specifically near to the tumor sites; makes it different from other drug carriers. The computational modeling and simulation technique has been adopted to predict the efficiency of the drug delivery system with different anti-cancer drugs. Interaction profile, stability profile, surface profile, potential profile and drug-release profile have been studied. The results highlight the efficiency of chitosan in using as a drug delivery system for anticancer drugs.