Abstract-Extensive studies conducted by investigators have led into discover of anticancer properties of compounds drived from Imidazole. Considering the fact that the series of compounds being new and the defects in the drugs available, which cause complications in the DNA string, the need for finding ways to cope that challenge is immiment. The value and the accuracy of computational methods, led us to choose the 4 nucleotides, Adenine, Cytosine, Guanine and Thymine as a measure of the DNA string and study the effect of the compound 1-(4-chlorobenzylideneamino)-4-phenyl-1H-imidazol-2-amine as a new biologic Imidazole anticancer drug, the medicinal effect of which has recently been established, on any of these DNA string nucleotides. The studies reveal the fact that the highest amount of interaction between the drug and the nucleotide is on Guanine. Then to conduct a through careful review, we checked all different constructible possibilities of drug containing (Imidazole ring, Phenyl and Chlorine atom) and Guanine nucleobase. IndexTerms-1-(4-chlorobenzylideneamino)-4-phenyl-1H-imidazol-2-amine, nucleotide, nucleobase, anticancer drug.