(2S,5S)-5-((S)-2-Mercapto-3-phenyl-propionylamino)-4-oxo-1,2,4,5,6,7-hexahydro-azepino[3,2,1-hi]indole-2-carboxylic acid

• 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,5S)-5-((S)-2-Mercapto-3-phenyl-propionylamino)-4-oxo-1,2,4,5,6,7-hexahydro-azepino[3,2,1-hi]indole-2-carboxylic acid
• 英文别名: (2S,11S)-12-oxo-11-[[(2S)-3-phenyl-2-sulfanylpropanoyl]amino]-1-azatricyclo[6.4.1.04,13]trideca-4,6,8(13)-triene-2-carboxylic acid
• 化学式: C₂₂H₂₂N₂O₄S
• 分子量: 410.494
• InChiKey: JXCFHCFAYKJVSI-BZSNNMDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-Alpha-(硫代醋酸基)苯丙酸 在 lithium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,5S)-5-((S)-2-Mercapto-3-phenyl-propionylamino)-4-oxo-1,2,4,5,6,7-hexahydro-azepino[3,2,1-hi]indole-2-carboxylic acid
  参考文献：
  名称：

  Dual inhibition of angiotensin-converting enzyme and neutral endopeptidase by tricyclic benzazepinone thiols

  摘要：

  Various thioacyl analogs of CGS 28106, a tricyclic dual inhibitor of angiotensin-converting enzyme and neutral endopeptidase, have been synthesized and their inhibitory potencies evaluated in vitro. The structure-activity relationship supports the proposed hypothesis that, despite its conformational constraints, CGS 28106 can inhibit the two distinct metalloproteases by adopting different binding modes. Tn addition, the structural features of CGS 28106 confer remarkable oral activity to this dual inhibitor, as measured by its ability to block the angiotensin-I presser response and to potentiate plasma levels of atrial natriuretic peptide. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00529-x

文献信息

• Benzo-fused lactams
  申请人：E.R. SQUIBB & SONS, INC.

  公开号：EP0595610A1

  公开（公告）日：1994-05-04

  Compounds of the formula wherein A is are useful as ACE and NEP inhibitors and those wherein A is are useful as ACE inhibitors. Methods of preparation and intermediates are also disclosed.

  式中的化合物 其中 A 是 的化合物可用作 ACE 和 NEP 抑制剂，而 A 为 可用作 ACE 抑制剂。还公开了制备方法和中间体。