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We report here the synthesis, characterization, and antibacterial evaluation of transition metal complexes of Ni, Cu, Co, Mn, Zn, and Cd (<b>6a</b>&#8211;<b>f</b>), using a Schiff base ligand (<b>5</b>) derived from naproxen (an anti-inflammatory drug) and 5-bromosalicylaldehyde by a series of reactions. The ligand and the synthesized complexes were characterized by elemental analysis, UV-Visible, FTIR, and XRD techniques. The ligand <b>5</b> behaves as a bidentate donor and coordinates with metals in square planar or tetrahedral fashion. In order to evaluate its bioactivity profile, we screened the Schiff base ligand and its metal complexes (<b>6a</b>&#8211;<b>f</b>) against different species of bacteria and the complexes were found to exhibit significant antibacterial activity. The complexes showed more potency against <i>Bacillus subtilis</i> as compared to the other species. Moreover, we modeled these complexes&#8217; binding affinity against COX1 protein using computational docking.