(4S)-4-[N-((1S)-1-{N-[(1S)-2-((2S)-2-{N-[2-Oxo-1-prop-2-enyl-2-(N-prop-2-enylcarbamoyl)ethyl]carbamoyl}pyrrolidinyl)-1-(methylethyl)-2-oxoethyl]carbamoyl}-2-methylpropyl)carbamoyl]-4-((2S)-2-amino-3-carboxypropanoylamino)butanoic acid

• 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: (4S)-4-[N-((1S)-1-{N-[(1S)-2-((2S)-2-{N-[2-Oxo-1-prop-2-enyl-2-(N-prop-2-enylcarbamoyl)ethyl]carbamoyl}pyrrolidinyl)-1-(methylethyl)-2-oxoethyl]carbamoyl}-2-methylpropyl)carbamoyl]-4-((2S)-2-amino-3-carboxypropanoylamino)butanoic acid
• 英文别名: (4S)-4-[[(2S)-2-amino-3-carboxypropanoyl]amino]-5-[[(2S)-1-[[(2S)-1-[(2S)-2-[[1,2-dioxo-1-(prop-2-enylamino)hex-5-en-3-yl]carbamoyl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-5-oxopentanoic acid
• 化学式: C₃₃H₅₁N₇O₁₁
• 分子量: 721.808
• InChiKey: ZFMPOBGEFFLINV-IYSJTKAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  51
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  284
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  N^α-(tert-butoxycarbonyl)allylglycine-N-methoxy-N-methylamide 在 盐酸 、 lithium aluminium tetrahydride 、 TEA 、 sodium carbonate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4S)-4-[N-((1S)-1-{N-[(1S)-2-((2S)-2-{N-[2-Oxo-1-prop-2-enyl-2-(N-prop-2-enylcarbamoyl)ethyl]carbamoyl}pyrrolidinyl)-1-(methylethyl)-2-oxoethyl]carbamoyl}-2-methylpropyl)carbamoyl]-4-((2S)-2-amino-3-carboxypropanoylamino)butanoic acid
  参考文献：
  名称：

  α-Ketoamides, α-ketoesters and α-diketones as HCV NS3 protease inhibitors

  摘要：

  Peptide-based alpha-ketoamides, alpha-ketoesters and alpha-diketones were designed, synthesized and evaluated against HCV NS3 protease. alpha-Ketoamides have the highest affinity among the three classes, with 8 being the most potent inhibitor with an IC50 Of 340 nM. (C) 2000 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00074-3

文献信息

• α-Ketoamides, α-ketoesters and α-diketones as HCV NS3 protease inhibitors
  作者：Wei Han、Zilun Hu、Xiangjun Jiang、Carl P. Decicco

  DOI：10.1016/s0960-894x(00)00074-3

  日期：2000.4

  Peptide-based alpha-ketoamides, alpha-ketoesters and alpha-diketones were designed, synthesized and evaluated against HCV NS3 protease. alpha-Ketoamides have the highest affinity among the three classes, with 8 being the most potent inhibitor with an IC50 Of 340 nM. (C) 2000 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.