tert-butyl ((S)-1-((2S,4S)-4-(2-naphthamido)-2-(((S)-1-(cyclopropanesulfonamido)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

• 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: tert-butyl ((S)-1-((2S,4S)-4-(2-naphthamido)-2-(((S)-1-(cyclopropanesulfonamido)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
• 英文别名: tert-butyl N-[(1S)-1-[(2S,4S)-2-[[(1S)-1-(cyclopropylsulfonylcarbamoyl)-3-methyl-butyl]carbamoyl]-4-(naphthalene-2-carbonylamino)pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]carbamate；tert-butyl N-[(2S)-1-[(2S,4S)-2-[[(2S)-1-(cyclopropylsulfonylamino)-4-methyl-1-oxopentan-2-yl]carbamoyl]-4-(naphthalene-2-carbonylamino)pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate
• 化学式: C₃₆H₅₁N₅O₈S
• 分子量: 713.896
• InChiKey: AZUSOOZUEKQYNX-RDPOUHODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  50
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  189
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2S,4S)-1-叔丁基二甲基4-氨基吡咯烷-1,2二羧酸 在 N-甲基吗啉 、 盐酸 、 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成 tert-butyl ((S)-1-((2S,4S)-4-(2-naphthamido)-2-(((S)-1-(cyclopropanesulfonamido)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
  参考文献：
  名称：

  Discovery of a series of novel compounds with moderate anti-hepatitis C virus NS3 protease activity in vitro

  摘要：

  The hepatitis C virus (HCV) NS3/4A protease that plays an important role in the viral life cycle has been proven to be an excellent target for the discovery of anti-HCV drugs. Enlightened by some P2-triazole and amide compounds, which had been found as HCV NS3 protease inhibitors, we designed and synthesized a series of novel compounds by incorporating different amino acid residues in P1/P1' and P3/P3' position to develop novel antiviral agents. The result of enzyme inhibition assay indicated that all the designed compounds showed moderate anti-HCV NS3 protease activity. On the basis of the biological result, a detailed structure-activity relationship (SAR) was derived and discussed. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.07.032