Figure 5.

A modeling complex of human β‐hexosaminidase with 54 (light gray at central). The hydroxyl groups of the inhibitor could form hydrogen‐bond interactions with residues R211, D355, D452, and E491. The C1 N‐acetyl group of 54 hydrogen bonds with D354, and its carbonyl group hydrogen bonds with the side‐chain hydroxyl group of Y450. The computed molecular surface exhibits a narrow hydrophobic cleft near the binding site of the iminocyclitol ring. Additional binding affinity from the long alkyl chain could result from hydrogen‐bond interactions of the end amino group with the backbone carbonyl of K425 and A447 or possible induced ionic interactions with the carboxyl group of D426. Figure produced with MGLTOOLS.