• Media type: E-Article
  • Title: Telaprevir: helical chains based on three-point hydrogen-bond connections
  • Contributor: Gelbrich, Thomas; Kahlenberg, Volker; Langes, Christoph; Griesser, Ulrich J.
  • Published: International Union of Crystallography (IUCr), 2013
  • Published in: Acta Crystallographica Section C Crystal Structure Communications, 69 (2013) 2, Seite 179-182
  • Language: Not determined
  • DOI: 10.1107/s0108270113000954
  • ISSN: 0108-2701
  • Keywords: General Biochemistry, Genetics and Molecular Biology ; General Medicine
  • Origination:
  • Footnote:
  • Description: The crystal structure of the title compound [systematic name: (1S,3aR,6aS)-2-((2S)-2-{[(2S)-2-cyclohexyl-2-(pyrazine-2-carbonylamino)acetyl]amino}-3,3-dimethylbutanoyl)-N-[(3S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-1-carboxamide], C36H53N7O6, contains two independent molecules, which possess distinct conformations and a disordered cyclopenta[c]pyrrolidine unit. In the crystal, molecules are linked into helical chainsviathree-point N—H...O hydrogen-bond connections in which three NH and three carbonyl groups per molecule are utilized. The chiralities of the six stereocentres per molecule inferred from this study are in agreement with the synthetic procedure.