(2S)-2-acetamido-N-[(1S)-2-[[(1S)-2-[[(1S)-3-(1,4-dioxo-3H-phthalazin-2-yl)-2-oxo-1-[[(3R)-2-oxopyrrolidin-3-yl]methyl]propyl]amino]-1-methyl-2-oxo-ethyl]amino]-1-methyl-2-oxo-ethyl]-4-methyl-pentanamide

• 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: (2S)-2-acetamido-N-[(1S)-2-[[(1S)-2-[[(1S)-3-(1,4-dioxo-3H-phthalazin-2-yl)-2-oxo-1-[[(3R)-2-oxopyrrolidin-3-yl]methyl]propyl]amino]-1-methyl-2-oxo-ethyl]amino]-1-methyl-2-oxo-ethyl]-4-methyl-pentanamide
• 英文别名: (2S)-2-acetamido-N-[(2S)-1-[[(2S)-1-[[(2S)-4-(1,4-dioxo-3H-phthalazin-2-yl)-3-oxo-1-[(3R)-2-oxopyrrolidin-3-yl]butan-2-yl]amino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]-4-methylpentanamide
• 化学式: C₃₀H₄₁N₇O₈
• 分子量: 627.698
• InChiKey: AOJDRYAPCIKYOT-DUKFBQLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  212
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (S)-2-((tert-Butoxycarbonyl)amino)-3-((R)-2-oxopyrrolidin-3-yl)propanoic acid 在 氢溴酸 、 sodium hydride 、 三乙胺 、 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 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 (2S)-2-acetamido-N-[(1S)-2-[[(1S)-2-[[(1S)-3-(1,4-dioxo-3H-phthalazin-2-yl)-2-oxo-1-[[(3R)-2-oxopyrrolidin-3-yl]methyl]propyl]amino]-1-methyl-2-oxo-ethyl]amino]-1-methyl-2-oxo-ethyl]-4-methyl-pentanamide
  参考文献：
  名称：

  Structural variations in keto-glutamines for improved inhibition against hepatitis A virus 3C proteinase

  摘要：

  A series of keto-glutamine tetrapeptide analogs containing a 2-oxo-pyrrolidine ring as a glutamine side chain mimic were synthesized with both R and S configuration at the beta-carbon. Compounds bearing a phthalhydrazide moiety show improved reversible inhibition of HAV 3C proteinase in the low micromolar range. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.021

文献信息

• Structural variations in keto-glutamines for improved inhibition against hepatitis A virus 3C proteinase
  作者：Rajendra P Jain、John C Vederas

  DOI：10.1016/j.bmcl.2004.05.021

  日期：2004.7

  A series of keto-glutamine tetrapeptide analogs containing a 2-oxo-pyrrolidine ring as a glutamine side chain mimic were synthesized with both R and S configuration at the beta-carbon. Compounds bearing a phthalhydrazide moiety show improved reversible inhibition of HAV 3C proteinase in the low micromolar range. (C) 2004 Elsevier Ltd. All rights reserved.