comparison of the ic50 of compound 8 and compound 11 ( 8.7 x 10 ( -7 ) m ) demonstrated the marked effect of the perfluoropropyl group on the potency of inhibition on renin , presumably due to the strong electron-withdrawing effect causing the ketone in 8 to exist predominantly as the hydrate -- thus mimicking the tetrahedral transition state during hydrolysis of the scissile leu10 -- val11 amide bond .
C0035094
renin
C0020291
hydrolysis