The present study deals with the synthesis of (E)-N'-(2,5dimethoxybenzylidene)-2-hydroxybenzohydrazide, a hydrazone Schiff base ligand (HY) and its metal complexes [Co(HY) 2 , Ni(HY) 2 , Zn(HY) 2 ].2H 2 O. The structure of the synthesized ligand was characterized by physico-chemical analytical and spectral techniques. The electrochemical behavior of HY and its complexes were investigated by cyclic voltammetry. Infrared spectral data suggested that HY acts as a tridentate ligand with ONO as the donor atoms. Molar conductivity data showed that all the complexes were non-electrolytic in nature and octahedral geometry of the complexes was confirmed by UV-visible spectrum. TGA studies of the complexes gave a clear idea about the coordination sphere and the process of degradation.Further, HY and its complexes were screened for their in vitro antioxidant, antibacterial and anticancer activities. Among the synthesized complexes, Ni(II) and Zn(II) metal complexes showed prominent antioxidant activity investigated through their scavenging effect on DPPH radical, anticancer activity against MCF-7 and HeLa cancer cells. The molecular docking into P53 cancer mutant protein (PDB ID: 5AB9) was done for the optimization of the investigated compounds as potential cancer cell inhibitors. The observed data infer that all the complexes show promising antimicrobial activity against all of the tested bacterial and fungal species compared to the parent ligand HY.