A series of Co(II), Ni(II), Cu(II) and Zn(II) metal complexes have been synthesized with the new azo dye ligand 4-(2’,4’-dihydroxy-5’-ethanoylphenylazo)antipyrine derived from 4-aminoantipyrine and 2,4-dihydroxyacetophenone. The ligand and its metal complexes have been characterized by various physico-chemical techniques such as analytical, molar conductance measurement, magnetic susceptibility measurement, IR, NMR, ESR, electronic spectral study, thermal and XRD study. Since their analytical and spectral characteristics, octahedral geometry for Co(II), Ni(II), Cu(II) and distorted tetrahedral for Zn(II) are suggested. The XRD (powder pattern) study of the Cu(II) complex indicated tetragonal crystal system. The fluorescence study of the Zn(II) complex revealed its photo conducting properties and thermo gravimetric properties of the complex indicated its thermal stability. Computational study provided global reactive descriptors and geometrical parameters of the ligand and its metal complexes. The biological study of the newly synthesized compounds indicated their antibacterial properties and DNA binding ability