The presence of biologically active substances and natural products, quinazolinones are preferred themes. Therefore, an important research goal in organic and medicinal chemistry has been the development of effective methods for the synthesis of quinazoline derivatives. Molecular docking is frequently employed in contemporary drug design to comprehend drug- receptor interaction. The twelve N- substituted Quinazoline derivatives were synthesized in the current work. Using spectrum analysis, the newly synthesized compounds' structures were characterized. All synthetic compounds were subjected to molecular modelling to determine their propensity for binding to the 2FVD protein (Cyclin Dependent Kinase 2 (CDK2) with inhibitor of diaminopyrimidine). The cyclin-dependent kinases (CDKs) and their cyclin partners play a crucial role in controlling the cell cycle. Since dysregulation of CDKs occurs often in many human cancer cells, pharmacological inhibition of CDKs with small molecules has the potential to be a successful technique for the treatment of cancer as a hypothesised mode of their anticancer activity. The data obtained from the molecular docking was strongly correlated with that obtained from the biological screening which revealed that; compounds 1,6,7,2,12, and 8 showed the highest binding affinities towards 2 FVD protein in the range of -8.9 to - 8.4 kcal/mol than standard i.e. (4-Amino-2-{[1-(Methyl sulfonyl) Piperidin-4- yl]Amino}Pyrimidin-5-yl)(2,3-Difluoro-6 Methoxyphenyl) Methanone (LIA) which is to - 8.4 kcal/mol. The results showed that the most effective chemicals could be used in the development of more potent analogues for anticancer therapy in the future.