(S)-2-[3-(1-Benzyl-2,3-dihydro-1H-indol-5-yl)-ureido]-4-methyl-pentanoic acid ((S)-2-oxo-tetrahydro-furan-3-yl)-amide | 741692-09-1

• 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-[3-(1-Benzyl-2,3-dihydro-1H-indol-5-yl)-ureido]-4-methyl-pentanoic acid ((S)-2-oxo-tetrahydro-furan-3-yl)-amide
• CAS: 741692-09-1
• 化学式: C₂₆H₃₂N₄O₄
• 分子量: 464.564
• InChiKey: SFUPVSYSDOODAA-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  99.77
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[3-(1-Benzyl-2,3-dihydro-1H-indol-5-yl)-ureido]-4-methyl-pentanoic acid ((S)-2-oxo-tetrahydro-furan-3-yl)-amide 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (2S)-2-({[(1-benzyl-2,3-dihydro-1H-indol-5-yl)amino]carbonyl}amino)-N-[(3S)-2-hydroxytetrahydro-3-furanyl]-4-methylpentanamide
  参考文献：
  名称：

  Novel dual inhibitors of calpain and lipid peroxidation

  摘要：

  A series of molecules with dual inhibitory activities on calpain and lipid peroxidation were synthesized. These hybrid compounds were built on the calpain pharmacophore 2-hydroxytetrahydrofuran linked to a set of antioxidants via a L-leucine linker. Compound 7, the most potent in cellular calpain and lipid peroxidation inhibitions, provided effective protection against glial cell death induced by maitotoxin. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.105
• 作为产物：
  描述：

  1-苄基吲哚-5-胺 在 lithium hydroxide 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 (S)-2-[3-(1-Benzyl-2,3-dihydro-1H-indol-5-yl)-ureido]-4-methyl-pentanoic acid ((S)-2-oxo-tetrahydro-furan-3-yl)-amide
  参考文献：
  名称：

  Novel dual inhibitors of calpain and lipid peroxidation

  摘要：

  A series of molecules with dual inhibitory activities on calpain and lipid peroxidation were synthesized. These hybrid compounds were built on the calpain pharmacophore 2-hydroxytetrahydrofuran linked to a set of antioxidants via a L-leucine linker. Compound 7, the most potent in cellular calpain and lipid peroxidation inhibitions, provided effective protection against glial cell death induced by maitotoxin. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.105