A general, simple and straight forward approach was used for the aqueous phase synthesis of bis-(4-
hydroxycoumarin-3-yl)methanes via phosphotungstic acid as catalyst and provides efficient and environmentally benign
route. Knoevenagel-type condensation followed by Michael reaction was carried between 4-hydroxycoumarin and an
aldehyde in water as a solvent in shorter duration with high yields. Coumarin is a biological active chemical compound
found in many plants, notably in high concentration in the Tonka bean, woodruff, and bison grass. Coumarins have
potential in therapeutic application as anticoagulant and sustaining agents, they have results as antibiotics and antitumor
drug. We have determined various biological properties of the synthesized compounds on basis of pharmacophores,
structures. We docked the above synthesized compounds and evaluated hydrogen bonding, steric interaction with both
enzymes (carbonic anhydrase and glyceraldehydes-3-phosphate dehydrogenase). Also, structural activities relationship of
the compounds in reference molecular modelling, Lipinski rule of five, drug likeness, toxicity profiles were determined.