(2S,4R)-4-Benzyloxy-1-((S)-3-methyl-2-{(S)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidine-2-carboxylic acid | 319012-18-5

• 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,4R)-4-Benzyloxy-1-((S)-3-methyl-2-{(S)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidine-2-carboxylic acid
• 英文别名: pyrazinoyl-Val-Val-Hyp(Bn)(Bn)-OH；(2S,4R)-1-[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(pyrazine-2-carbonylamino)butanoyl]amino]butanoyl]-4-phenylmethoxypyrrolidine-2-carboxylic acid
• CAS: 319012-18-5
• 化学式: C₂₇H₃₅N₅O₆
• 分子量: 525.605
• InChiKey: DADBJOXLLXGFJG-SWUCNREESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  151
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,4R)-4-Benzyloxy-1-((S)-3-methyl-2-{(S)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidine-2-carboxylic acid 在 邻苯二甲酸二甲酯 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 Pyrazine-2-carboxylic acid ((S)-1-{(S)-1-[(2S,4R)-4-benzyloxy-2-(3,3,3-trifluoro-1-formyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propylcarbamoyl}-2-methyl-propyl)-amide
  参考文献：
  名称：

  Inhibitors of hepatitis C virus NS3·4A protease 1. Non-Charged tetrapeptide variants

  摘要：

  Tetrapeptide-based peptidomimetic compounds have been shown to effectively inhibit the hepatitis C virus NS3.4A protease without the need of a charged functionality. An aldehyde is used as a prototype reversible electrophilic warhead. The SAR of the P-1 and P-2 inhibitor positions is discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.050
• 作为产物：
  描述：

  2-甲酸吡嗪 在 盐酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (2S,4R)-4-Benzyloxy-1-((S)-3-methyl-2-{(S)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Inhibitors of hepatitis C virus NS3·4A protease 1. Non-Charged tetrapeptide variants

  摘要：

  Tetrapeptide-based peptidomimetic compounds have been shown to effectively inhibit the hepatitis C virus NS3.4A protease without the need of a charged functionality. An aldehyde is used as a prototype reversible electrophilic warhead. The SAR of the P-1 and P-2 inhibitor positions is discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.050

文献信息

• Inhibitors of hepatitis C virus NS3·4A protease 1. Non-Charged tetrapeptide variants
  作者：Robert B. Perni、Shawn D. Britt、John C. Court、Lawrence F. Courtney、David D. Deininger、Luc J. Farmer、Cynthia A. Gates、Scott L. Harbeson、Joseph L. Kim、James A. Landro、Rhonda B. Levin、Yu-Ping Luong、Ethan T. O'Malley、Janos Pitlik、B.Govinda Rao、Wayne C. Schairer、John A. Thomson、Roger D. Tung、John H. Van Drie、Yunyi Wei

  DOI：10.1016/j.bmcl.2003.08.050

  日期：2003.11

  Tetrapeptide-based peptidomimetic compounds have been shown to effectively inhibit the hepatitis C virus NS3.4A protease without the need of a charged functionality. An aldehyde is used as a prototype reversible electrophilic warhead. The SAR of the P-1 and P-2 inhibitor positions is discussed. (C) 2003 Elsevier Ltd. All rights reserved.