Figure 11.

Molecular docking of tridentate inhibitor 1, with the mode of free rotation around the carbamyl CN partial double bond, into the active sites of X-ray crystal structure of CEase⁶: (A) the active site view and (B) the view from the entrance (mouth) of the enzyme. The configuration of the inhibitor after docked is the (1,3,5)-(cis, trans, trans)-tricarbamate form. The carbamyl carbonyl carbon atom of the inhibitor is close to S194 of the catalytic triad, and the carbamyl ester oxygen atom of the inhibitor is closed to H435 of the catalytic triad. The cis octylcarbamyl moiety of the inhibitor binds to ACS of the enzyme. The other two octylcarbamyl groups of the inhibitor, in the trans forms, bind to SACS and TACS of the enzyme. [Color figure can be viewed in the online issue, which is available at wileyonlinelibrary.com.]