(2S,4R)-4-((benzylcarbamoyl)oxy)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)pyrrolidine-2-carboxylic acid | 1094443-37-4

• 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: (2S,4R)-4-((benzylcarbamoyl)oxy)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)pyrrolidine-2-carboxylic acid
• CAS: 1094443-37-4
• 化学式: C₃₁H₃₃N₃O₇
• 分子量: 559.619
• InChiKey: MICSMNJRYMQIMO-PFBJBMPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  41.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  134.27
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(5S)-5-amino-6-(1,3-benzoxazol-2-yl)-6-hydroxyhexyl]carbamate 、 (2S,4R)-4-((benzylcarbamoyl)oxy)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)pyrrolidine-2-carboxylic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 为溶剂， 生成 (3R,5S)-5-(((2S)-1-(benzo[d]oxazol-2-yl)-6-((tert-butoxycarbonyl)amino)-1-hydroxyhexan-2-yl)carbamoyl)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)pyrrolidin-3-yl benzylcarbamate
  参考文献：
  名称：

  Discovery of inhibitors of the channel-activating protease prostasin (CAP1/PRSS8) utilizing structure-based design

  摘要：

  Structure-based design was utilized to guide the early stage optimization of a substrate-like inhibitor to afford potent peptidomimetic inhibitors of the channel-activating protease prostasin. The first X-ray crystal structures of prostasin with small molecule inhibitors bound to the active site are also reported.

  DOI：

  10.1016/j.bmcl.2008.08.029
• 作为产物：
  描述：

  在 lithium hydroxide monohydrate 、 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 (2S,4R)-4-((benzylcarbamoyl)oxy)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Discovery of inhibitors of the channel-activating protease prostasin (CAP1/PRSS8) utilizing structure-based design

  摘要：

  Structure-based design was utilized to guide the early stage optimization of a substrate-like inhibitor to afford potent peptidomimetic inhibitors of the channel-activating protease prostasin. The first X-ray crystal structures of prostasin with small molecule inhibitors bound to the active site are also reported.

  DOI：

  10.1016/j.bmcl.2008.08.029