Pyrazine-2-carboxylic acid ((S)-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((S)-1-ethyl-2-hydroxy-3-oxo-3-pyrrolidin-1-yl-propylcarbamoyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-methyl-butyl)-amide | 676265-55-7

• 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: Pyrazine-2-carboxylic acid ((S)-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((S)-1-ethyl-2-hydroxy-3-oxo-3-pyrrolidin-1-yl-propylcarbamoyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-methyl-butyl)-amide
• CAS: 676265-55-7
• 化学式: C₃₅H₅₇N₇O₆
• 分子量: 671.881
• InChiKey: YGIGARPTGCGVEH-RTDYEYNASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  48.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  182.72
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Pyrazine-2-carboxylic acid ((S)-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((S)-1-ethyl-2-hydroxy-3-oxo-3-pyrrolidin-1-yl-propylcarbamoyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-methyl-butyl)-amide 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 Pyrazine-2-carboxylic acid ((S)-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((S)-1-ethyl-2,3-dioxo-3-pyrrolidin-1-yl-propylcarbamoyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-methyl-butyl)-amide
  参考文献：
  名称：

  Glycine α-Ketoamides as HCV NS3 Protease Inhibitors

  摘要：

  Using a tetrapeptide-based alpha-ketoamide template, various amines and amino acids were incorporated to explore the prime side of the HCV NS3 protease catalytic site. Glycine carboxylic acid was found to be the most effective prime group. Further optimization yielded an inhibitor with IC50 of 0.060 muM. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00031-3
• 作为产物：
  描述：

  L-环己基丙氨酸 在 lithium hydroxide 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 (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 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.5h， 生成 Pyrazine-2-carboxylic acid ((S)-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((S)-1-ethyl-2-hydroxy-3-oxo-3-pyrrolidin-1-yl-propylcarbamoyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-methyl-butyl)-amide
  参考文献：
  名称：

  Glycine α-Ketoamides as HCV NS3 Protease Inhibitors

  摘要：

  Using a tetrapeptide-based alpha-ketoamide template, various amines and amino acids were incorporated to explore the prime side of the HCV NS3 protease catalytic site. Glycine carboxylic acid was found to be the most effective prime group. Further optimization yielded an inhibitor with IC50 of 0.060 muM. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00031-3