The newly synthesised ligand 4-(4-(dimethylamino)phenyl)-1,3,6-triphenylpiperidin-2-one [DMP] with phenyl united piperidine moieties within the main cyclic chain was synthesized through the Michael addition reaction and qualitative analysis was characterised by FT-IR, NMR (13C, 1H). The present work deals with the computational analysis of a synthetic compound as a ligand with anticancer activity. The molecule is analysed for its druggable property and biological significance using several softwares. The molecule was docked with the receptor protein bearing the PDB ID 1UNG. The results of the anti-cancer of synthesised ligand DMP are correlated with the docking calculations performed on protein Cyclin-dependent kinase 5 using ligand fit protocol available through Acclerys Discovery studio 2.1