(2S,4R)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)-4-((4-fluorobenzyl)oxy)pyrrolidine-2-carboxylic acid | 1094442-91-7

• 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)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)-4-((4-fluorobenzyl)oxy)pyrrolidine-2-carboxylic acid
• CAS: 1094442-91-7
• 化学式: C₃₀H₃₁FN₂O₆
• 分子量: 534.584
• InChiKey: LDNUAHXBDJPTRW-PFBJBMPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.32
• 重原子数：
  39.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  105.17
• 氢给体数：
  2.0
• 氢受体数：
  5.0

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)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)-4-((4-fluorobenzyl)oxy)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 benzyl ((2R)-1-((2S,4R)-2-(((2S)-1-(benzo[d]oxazol-2-yl)-6-((tert-butoxycarbonyl)amino)-1-hydroxyhexan-2-yl)carbamoyl)-4-((4-fluorobenzyl)oxy)pyrrolidin-1-yl)-1-oxo-4-phenylbutan-2-yl)carbamate
  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)-1-((R)-2-(((benzyloxy)carbonyl)amino)-4-phenylbutanoyl)-4-((4-fluorobenzyl)oxy)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