Two cobalt(II) and copper(II) complexes, [Co2(PDCA)(µ-PDCA)(H2O)5]·2H2O (1); H2PDCA: pyridine-2,6-dicarboxylic acid and [Cu(DEA)(PDCA)] (2); DEA: diethanolamine, were prepared from a mixed ligand amine/PDCA methyl ester mixture and identified by elemental analysis, FT-IR spectroscopy and single-crystal X-ray diffraction. X-ray structure analysis of 1 revealed a binuclear octahedrally coordinated cobalt(II) complex formed by bridging a PDCA2− between metal centers. In the mononuclear complex 2, the copper atom has an octahedral geometry with CuN2O4 environment formed by one DEA and one PDCA2– ligands in mer form. The ability of the H2PDCA and DEA ligands along with complexes 1 and 2 to interact with ten selected biomacromolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II and B-DNA) were investigated by docking studies. The results showed that the studied compounds can bind to DNA and proteins.