8-Amino-11-hydroxypentacycloundecane-8,11-lactam

Abstract

Key indicators: single-crystal X-ray study; T = 223 K; mean (C-C) = 0.002 Å; R factor = 0.041; wR factor = 0.113; data-to-parameter ratio = 15.0.The title compound, C 12 H 14 N 2 O 2 , is a -lactam derived from the pentacycloundecane skeleton. The compound displays C-C bond lengths that deviate from the normal value, ranging from very short [1.5154 (17) Å ] to long [1.5691 (18) Å ]. The molecules are arranged in a bilayer conformation consisting of a hydrophobic cage moiety and a polar lactam region. These polar lactam regions are linked by N-HÁ Á ÁO and O-HÁ Á ÁO intermolecular hydrogen bonds.

Integrated Approach to Structure-Based Enzymatic Drug Design: Molecular Modeling, Spectroscopy, and Experimental Bioactivity

“…In our first study, , a combination of NMR, molecular docking experiments using Autodock, and MD studies (QM/MM/MD simulations using the DYNAMO package) were applied to this family of promising PCU − lactam − peptidic C-SA PR inhibitors. Crucial information about the 3D structure of the corresponding inhibitors in solution was obtained with EASY-ROESY NMR experiments.…”