4-({(S)-2-[(3S,4S)-4-((3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoylamino)-3-hydroxy-5-phenyl-pentanoylamino]-3-methyl-butyrylamino}-methyl)-benzoic acid methyl ester | 731860-41-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 4-({(S)-2-[(3S,4S)-4-((3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoylamino)-3-hydroxy-5-phenyl-pentanoylamino]-3-methyl-butyrylamino}-methyl)-benzoic acid methyl ester
• CAS: 731860-41-6
• 化学式: C₃₃H₄₈N₄O₇
• 分子量: 612.767
• InChiKey: LJSZRJSYATXNOG-RIOXTBHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  44.0
• 可旋转键数：
  17.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  180.08
• 氢给体数：
  6.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-({(S)-2-[(3S,4S)-4-((3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoylamino)-3-hydroxy-5-phenyl-pentanoylamino]-3-methyl-butyrylamino}-methyl)-benzoic acid methyl ester 在 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 4-[[[(2S)-2-[[(3S,4S)-4-[[(3S,4S)-4-[[(2S)-2-acetamido-4-methylpentanoyl]amino]-3-hydroxy-6-methylheptanoyl]amino]-3-hydroxy-5-phenylpentanoyl]amino]-3-methylbutanoyl]amino]methyl]benzoic acid
  参考文献：
  名称：

  Synthesis and SAR of bis-statine based peptides as BACE 1 inhibitors

  摘要：

  A new series of bis-statine based peptidomimetic inhibitors of human beta-secretase (BACE 1) was developed by structure-based modification of the three regions to the initial lead 3: an N-terminus, a central bis-statine core, and a C-terminus. Introduction of a 4-aminomethylbenzoic acid on the C-terminus resulted in a potent BACE 1 inhibitor with an IC50 value of 21 nM. The general requirements for the optimal substrate-enzyme interaction are disclosed herein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.068
• 作为产物：
  描述：

  4-({(S)-2-[(3S,4S)-4-((3S,4S)-4-tert-Butoxycarbonylamino-3-hydroxy-6-methyl-heptanoylamino)-3-hydroxy-5-phenyl-pentanoylamino]-3-methyl-butyrylamino}-methyl)-benzoic acid methyl ester 在 三氟乙酸 作用下， 生成 4-({(S)-2-[(3S,4S)-4-((3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoylamino)-3-hydroxy-5-phenyl-pentanoylamino]-3-methyl-butyrylamino}-methyl)-benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis and SAR of bis-statine based peptides as BACE 1 inhibitors

  摘要：

  A new series of bis-statine based peptidomimetic inhibitors of human beta-secretase (BACE 1) was developed by structure-based modification of the three regions to the initial lead 3: an N-terminus, a central bis-statine core, and a C-terminus. Introduction of a 4-aminomethylbenzoic acid on the C-terminus resulted in a potent BACE 1 inhibitor with an IC50 value of 21 nM. The general requirements for the optimal substrate-enzyme interaction are disclosed herein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.068