Molecular parameters of 2-[5-(aryloxymethyl)-1, 3, 4-oxadiazol-2-ylsulfanyl] acetic acids and it derivatives were calculated using density Functional theory (DFT). Quantitative Structure Activity Relationship (QSAR) was developed for the antimicrobial activity of the compounds while the interaction between the compounds and the receptor (4r0s) was studied using docking method. We report the molecular electronic descriptors for anti-P.aeruginosa activities of the seven compounds. Using the developed QSAR models, the predicted bioactivity (IC 50) of the compounds fitted well with the experimentally observed IC 50. In addition, ligand-receptor interactions are reported and 2-(5-((4-nitrophenoxy) methyl)-1, 3, 4-oxadiazol-2-ylsulfanyl) acetic acid (A 7) showed the greatest affinity to bind on the active site of P. aeruginosa cell line