(S)-2-{[1-((S)-2-Acetylsulfanyl-pentanoylamino)-cyclopentanecarbonyl]-amino}-3-biphenyl-4-yl-propionic acid methyl ester

• 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: (S)-2-{[1-((S)-2-Acetylsulfanyl-pentanoylamino)-cyclopentanecarbonyl]-amino}-3-biphenyl-4-yl-propionic acid methyl ester
• 英文别名: methyl (2S)-2-[[1-[[(2S)-2-acetylsulfanylpentanoyl]amino]cyclopentanecarbonyl]amino]-3-(4-phenylphenyl)propanoate
• 化学式: C₂₉H₃₆N₂O₅S
• 分子量: 524.681
• InChiKey: FECRRWXXKAEXQW-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-2-{[1-((S)-2-Acetylsulfanyl-pentanoylamino)-cyclopentanecarbonyl]-amino}-3-biphenyl-4-yl-propionic acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (S)-3-Biphenyl-4-yl-2-{[1-((S)-2-mercapto-pentanoylamino)-cyclopentanecarbonyl]-amino}-propionic acid
  参考文献：
  名称：

  Design and synthesis of potent thiol-based inhibitors of endothelin converting enzyme-1

  摘要：

  Through directed screening of compounds prepared as metalloprotease inhibitors a compound, CGS 30084, that had potent endothelin converting enzyme-1 (ECE-1) in vitro inhibitory activity (IC50 = 77 nM) was identified. Herein we report the synthesis and optimization of ECE-1 inhibitory activity of additional analogues from this lead. Compound 3c, the thioacetate methyl ester derivative of compound 4c, was found to be a long acting inhibitor of ECE-1 activity in rats after oral administration. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00403-0