N-[(3-cyclohexylpropionyl)-L-leucyl]-2-(R,S)-hydroxy-3-amino-4-phenylbutanoic acid methyl ester | 1040215-26-6

• 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: N-[(3-cyclohexylpropionyl)-L-leucyl]-2-(R,S)-hydroxy-3-amino-4-phenylbutanoic acid methyl ester
• CAS: 1040215-26-6
• 化学式: C₂₆H₄₀N₂O₅
• 分子量: 460.614
• InChiKey: KILQLXCWIRTLLN-AJVCAZFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  33.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  104.73
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[(3-cyclohexylpropionyl)-L-leucyl]-2-(R,S)-hydroxy-3-amino-4-phenylbutanoic acid methyl ester 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以80.3%的产率得到N-[(3-cyclohexylpropionyl)-L-leucyl]-2-oxo-3(R,S)-amino-4-phenylbutanoic acid methyl ester
  参考文献：
  名称：

  Structural Basis for the Potent Calpain Inhibitory Activity of Peptidyl α-Ketoacids

  摘要：

  A series of peptidyl alpha-ketoacids and alpha-ketoesters was synthesized and studied as mu-calpain inhibitors. Docking studies revealed that the mu-calpain inhibitory activity of the compounds is influenced by hydrogen bonding interactions and the potential for ionic interaction with active site residues as well as placement of a planar N-terminal capping group into the S(3) pocket of the enzyme.

  DOI：

  10.1021/jm800182c
• 作为产物：
  描述：

  methyl 3(S)-amino-2(R,S)-hydroxy-4-phenylbutanoate hydrochloride 、 N-(3-cyclohexylpropionyl)-L-leucine 在 N-甲基吗啉 、 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， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到N-[(3-cyclohexylpropionyl)-L-leucyl]-2-(R,S)-hydroxy-3-amino-4-phenylbutanoic acid methyl ester
  参考文献：
  名称：

  Structural Basis for the Potent Calpain Inhibitory Activity of Peptidyl α-Ketoacids

  摘要：

  A series of peptidyl alpha-ketoacids and alpha-ketoesters was synthesized and studied as mu-calpain inhibitors. Docking studies revealed that the mu-calpain inhibitory activity of the compounds is influenced by hydrogen bonding interactions and the potential for ionic interaction with active site residues as well as placement of a planar N-terminal capping group into the S(3) pocket of the enzyme.

  DOI：

  10.1021/jm800182c