The title compound methyl (2E)-2-{[N-(2-formylphenyl)-4-methylbenzene sulfonamido] methyl}-3- phenylprop-2-enoate (MFMSPE) is a derivative of sulfonamide. FT-IR spectra of MFMSPE in the solid phase were recorded and analyzed. The optimized geometry and vibrational wave numbers were computed using DFT/B3LYP method with aid of 6-311++G (d,p) basis set. Stability of the molecule arising from hyper conjugative interactions, charge delocalization has been analyzed using natural bond orbital (NBO) analysis. The calculated HOMO and LUMO energies confirm that charge transfer occurs within the molecule. Molecular electrostatic potentials (MEP) was carried out at and interpreted. To recognize the biological activity of MFMSPE, molecular docking was done to recognize the hydrogen bond lengths and binding energy with antibacterial protein (1KE4).