A QSAR STUDY OF ANTIINFLAMMATORY N-ARYLANTHRANILIC ACIDS

A detailed quantitative structure-activity relationship (QSAR) analysi s of a series of 112 anti-inflammatory N-arylanthranilic acids has bee n performed to determine which physicochemical properties of these com pounds are responsible for their anti-inflammatory activity. The resul ts indicate that activity is modelled best by molecular shape paramete rs. The angle between the planes of the two benzene rings, dictated by the substitution pattern of the compounds, also appears relevant to a ctivity. Dipole moments show some significance, but log P and other ph ysicochemical parameters correlate poorly with activity. The best QSAR obtained was: log(1/MED) = 1.601B(1(2)) + 0.576B(1(3)) - 1.187B(3(4)) + 0.522B(1(6)) - 1.681 mu(bond)((2)) - 0.208 mu(bond)((5)) -0.265 mu( bond)((6)) - 0.226 n = 112, r = 0.855, r(2)(adj) = 0.716, F = 40.33, s = 0.511,r(CV)(2) = 0.665 where B-1 and B-3 are Verloop substituent wi dth parameters and mu(bond) is bond dipole (position in parentheses).