(S)-2-((S)-2-{3-Benzyl-3-[(2R,3S)-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-hydroxy-4-phenyl-butyl]-ureido}-4-methyl-pentanoylamino)-3-methyl-butyric 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-((S)-2-{3-Benzyl-3-[(2R,3S)-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-hydroxy-4-phenyl-butyl]-ureido}-4-methyl-pentanoylamino)-3-methyl-butyric acid methyl ester
• 英文别名: methyl (2S)-2-[[(2S)-2-[[benzyl-[(2R,3S)-2-hydroxy-3-[[(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl]amino]-4-phenylbutyl]carbamoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoate
• 化学式: C₄₀H₆₁N₅O₈
• 分子量: 739.953
• InChiKey: HMEXKVHGQGUAHM-UBLLTGQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  53
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  175
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-苄基-2,3-环氧正丙基-氨基甲酸叔丁酯 在 lithium hydroxide 、 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 16.0h， 生成 (S)-2-((S)-2-{3-Benzyl-3-[(2R,3S)-3-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-2-hydroxy-4-phenyl-butyl]-ureido}-4-methyl-pentanoylamino)-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  Probing pockets S2–S4′ of the γ-secretase active site with (hydroxyethyl)urea peptidomimetics

  摘要：

  (Hydroxyethyl)urea peptidomimetics are potent inhibitors of gamma-secretase that are accessible in a few synthetic steps. Systematic alteration of P2-P4' revealed that the corresponding S2-S4' active site pockets accommodate a variety of substituents, consistent with the fact that this protease cleaves a variety of single-pass membrane proteins; however, phenylalanine is not well tolerated at P2'. A compound spanning P2-P3' was identified as a low nM inhibitor of gamma-secretase activity both in cells and under cell-free conditions. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.01.077

文献信息

• Probing pockets S2–S4′ of the γ-secretase active site with (hydroxyethyl)urea peptidomimetics
  作者：William P Esler、Chittaranjan Das、Michael S Wolfe

  DOI：10.1016/j.bmcl.2004.01.077

  日期：2004.4

  (Hydroxyethyl)urea peptidomimetics are potent inhibitors of gamma-secretase that are accessible in a few synthetic steps. Systematic alteration of P2-P4' revealed that the corresponding S2-S4' active site pockets accommodate a variety of substituents, consistent with the fact that this protease cleaves a variety of single-pass membrane proteins; however, phenylalanine is not well tolerated at P2'. A compound spanning P2-P3' was identified as a low nM inhibitor of gamma-secretase activity both in cells and under cell-free conditions. (C) 2004 Published by Elsevier Ltd.