8,11-Dihydroxypentacycloundecane-8,11-lactam

Abstract

Key indicatorsSingle-crystal X-ray study T = 173 K Mean (C-C) = 0.002 Å R factor = 0.039 wR factor = 0.107 Data-to-parameter ratio = 15.0 For details of how these key indicators were automatically derived from the article, see

N,N′-[(8-endo,11-endo-Dihydroxypentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-diyl)bis(methylenecarbonyl)]di-L-phenylalanine

“…elongation of specific C-C bonds in the cage moiety as observed by previous authors (Flippen -Anderson et al, 1991;Linden et al, 2005;Kruger et al, 2005;Kruger et al, 2006, Boyle et al, 2007a. The shortest C-C bond lengths in the cage occur between C1-C7, C1-C2, C4-C5 and C9-C10, with the values ranging between 1.499-1.533 Å.…”

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.…”

“…Our third study involved PCU diol ,,, peptide inhibitors against the wild-type C-South African HIV-1 protease. Docking results were in reasonable agreement with the measured IC 50 values.…”

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

“…In the crystal structure the molecules are arranged in a bilayer conformation involving the hydrophobic cage moiety and the polar lactam region. This is typical for these types of molecules (Kruger et al, 2006). Intermolecular hydrogen bonding is observed in the polar lactam region.…”