3-((3R,4S)-4-{[(S)-1-((S)-4-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-benzoic acid benzyl ester | 191597-84-9

• 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: 3-((3R,4S)-4-{[(S)-1-((S)-4-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-benzoic acid benzyl ester
• CAS: 191597-84-9
• 化学式: C₄₇H₅₂F₂N₄O₁₀
• 分子量: 870.947
• InChiKey: QTFLXZUEQNBCFB-HVIUQXSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  63.0
• 可旋转键数：
  18.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  189.67
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3-((3R,4S)-4-{[(S)-1-((S)-4-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-benzoic acid benzyl ester 在 戴斯-马丁氧化剂 作用下， 以90%的产率得到3-(4-{[(S)-1-((S)-4-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-oxo-5-phenyl-pentanoylamino)-benzoic acid benzyl ester
  参考文献：
  名称：

  Peptidyl human heart chymase inhibitors. 2. Discovery of highly selective difluoromethylene ketone derivatives with Glu AT P3 site

  摘要：

  Appropriate structural modification of the difluoromethylene ketone derivatives at both P3 and P' positions led us to the discovery of peptidyl human heart chymase inhibitor 12h which shows potent activity with Ki = 6 nM and high selectivity against closely related serine protease bovine alpha-chymotrypsin (chymotrypsin Ki = >100 mu M). Using the compound 12b, a docking study with human heart chymase was carried out to presume probable interactions, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00132-2
• 作为产物：
  描述：

  3-((3R,4S)-4-Amino-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-benzoic acid benzyl ester; hydrochloride 在 盐酸 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-((3R,4S)-4-{[(S)-1-((S)-4-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carbonyl]-amino}-2,2-difluoro-3-hydroxy-5-phenyl-pentanoylamino)-benzoic acid benzyl ester
  参考文献：
  名称：

  Peptidyl human heart chymase inhibitors. 2. Discovery of highly selective difluoromethylene ketone derivatives with Glu AT P3 site

  摘要：

  Appropriate structural modification of the difluoromethylene ketone derivatives at both P3 and P' positions led us to the discovery of peptidyl human heart chymase inhibitor 12h which shows potent activity with Ki = 6 nM and high selectivity against closely related serine protease bovine alpha-chymotrypsin (chymotrypsin Ki = >100 mu M). Using the compound 12b, a docking study with human heart chymase was carried out to presume probable interactions, (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00132-2