(2R,3S,4S,5R)-3,4-Bis-benzyloxy-tetrahydro-furan-2,5-dicarboxylic acid bis-[((S)-1-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-propylcarbamoyl}-2-phenyl-ethyl)-amide]

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3S,4S,5R)-3,4-Bis-benzyloxy-tetrahydro-furan-2,5-dicarboxylic acid bis-[((S)-1-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-propylcarbamoyl}-2-phenyl-ethyl)-amide]
• 英文别名: (2S)-2-{(2S)-2-[(5-{N-[(1S)-1-(N-{(1S)-2-Methyl-1-[N-(2-pyridylmethyl)carbamoyl]propyl}carbamoyl)-2-phenylethyl]carbamoyl}(3S,4S,2R,5R)-3,4-bis(phenylmethoxy)oxolan-2-yl)carbonylamino]-3-phenylpropanoylamino}-3-methyl-N-(2-pyridylmethyl)butanamide；(2R,3S,4S,5R)-2-N,5-N-bis[(2S)-1-[[(2S)-3-methyl-1-oxo-1-(pyridin-2-ylmethylamino)butan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]-3,4-bis(phenylmethoxy)oxolane-2,5-dicarboxamide
• 化学式: C₆₀H₆₈N₈O₉
• 分子量: 1045.25
• InChiKey: OCECEDQWPMQXFY-AYTYRCCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  77
• 可旋转键数：
  26
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  228
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2,5-anhydro-3,4-di-O-benzyl-D-idaric acid 、 (S)-2-((S)-2-Amino-3-phenyl-propionylamino)-3-methyl-N-pyridin-2-ylmethyl-butyramide 以55%的产率得到(2R,3S,4S,5R)-3,4-Bis-benzyloxy-tetrahydro-furan-2,5-dicarboxylic acid bis-[((S)-1-{(S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-propylcarbamoyl}-2-phenyl-ethyl)-amide]
  参考文献：
  名称：

  2,5-Anhydro sugar diacid and 2,5-anhydro sugar diamine based C2 symmetric peptidomimetics as potential HIV-1 protease inhibitors

  摘要：

  Conformationally constrained molecular frameworks of the 2,5-anhydro sugar diacid (9) and 2,5-anhydro sugar diamines (10, 11) were used to construct architecturally beautiful novel C-2 symmetric peptidomimetics 1-8. Although none of these compounds showed any significant HIV-I protease inhibitory activity, further refinements in design may lead to protease inhibitors based on these rigid carbohydrate-derived scaffolds. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01803-7