New pharmacologically active complexes were prepared from Pd (II), Fe (III), and Cu (II)ions with 2-amino-6-oxo-3-(piperidinylamidino)-4-(4methoxyphenyl)-6,7-dihydro-pyrano[2,3-d]-5,7thiazol ligand (MPTP). The ligand acted as neutral bidentate with the metals via NH and NH2 groups. FT-IR spectra, CHN-analysis, TGA, UV–Vis, molar conductance and 1H &13C NMR spectra were used to characterize the new compounds. Also stability constant of MPTP-complexes was identified in solution and pH-profile indicates high stability of complexes. Computational study was implemented to extract significant features for MPTP and its complexes. In addition to, essential maps were demonstrated over formulated chk-file. In-silico assay was executed by two different approaches over compounds to evaluate their biological behavior and degree of interaction with biological systems, before practical application. MPTPPd complex displayed priority in interaction with amino acid residues and drug-like feature. In-vitro assay was then carried out for compounds against different microbes and MPTPPd and MPTPCu showed high antimicrobial activity. Also, their cytotoxic behavior was examined against MCF-7, HCT-116, and HepG2 carcinoma cell lines, high cytotoxicity was clearly recorded with MPTPPd and MPTPCu complexes. Furthermore, antioxidant activity was examined and the complexes exhibited high reactivity with trapping free radicals. The interaction of metal chelates with DNA was detected by gel electrophoreses, viscosity and spectral studies. Spectrophotometric titration and viscosity studies expose that each of tested complex is an avid binder to DNA. This may be due to enhanced hydrophobic & electrostatic interaction of aromatic rings. Finally, such complexes may be considered as a promising bioactive agents.