cyclopentyl N-[(1S)-1-[(2S,4R)-2-[[(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinyl-cyclopropyl]carbamoyl]-4-[4-(4-methylsulfonylphenyl)triazol-1-yl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]carbamate | 1040264-69-4

• 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: cyclopentyl N-[(1S)-1-[(2S,4R)-2-[[(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinyl-cyclopropyl]carbamoyl]-4-[4-(4-methylsulfonylphenyl)triazol-1-yl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]carbamate
• 英文别名: cyclopentyl N-[(2S)-1-[(2S,4R)-2-[[(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-ethenylcyclopropyl]carbamoyl]-4-[4-(4-methylsulfonylphenyl)triazol-1-yl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate
• CAS: 1040264-69-4
• 化学式: C₃₅H₄₇N₇O₉S₂
• 分子量: 773.932
• InChiKey: TXFPQXBCMKJIAY-YMZAHGEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  53
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  233
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  cyclopentyl ((S)-1-((2S,4R)-4-azido-2-(((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate 、 1-乙炔-4-(甲基磺酰基)-苯 在 copper(II) sulfate 、 维生素 C 作用下， 以 水 、 叔丁醇 为溶剂， 反应 14.0h， 生成 cyclopentyl N-[(1S)-1-[(2S,4R)-2-[[(1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinyl-cyclopropyl]carbamoyl]-4-[4-(4-methylsulfonylphenyl)triazol-1-yl]pyrrolidine-1-carbonyl]-2,2-dimethyl-propyl]carbamate
  参考文献：
  名称：

  Potent triazolyl-proline-based inhibitors of HCV NS3 protease

  摘要：

  The design and synthesis of tripeptide-based inhibitors of the HCV NS3 protease containing a novel P2-triazole is described. Replacement of the P2 quinoline with a triazole moiety provided a versatile handle which could be expediently modified to generate a diverse series of inhibitors. Further refinement by the incorporation of an aryl-substituted triazole and replacement of the P1 acid with an acyl sulfonamide ultimately provided inhibitors with interesting cellular activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.012

文献信息

• Potent triazolyl-proline-based inhibitors of HCV NS3 protease
  作者：Julie Naud、Christopher Lemke、Nathalie Goudreau、Eric Beaulieu、Peter D. White、Montse Llinàs-Brunet、Pat Forgione

  DOI：10.1016/j.bmcl.2008.04.012

  日期：2008.6

  The design and synthesis of tripeptide-based inhibitors of the HCV NS3 protease containing a novel P2-triazole is described. Replacement of the P2 quinoline with a triazole moiety provided a versatile handle which could be expediently modified to generate a diverse series of inhibitors. Further refinement by the incorporation of an aryl-substituted triazole and replacement of the P1 acid with an acyl sulfonamide ultimately provided inhibitors with interesting cellular activity. (C) 2008 Elsevier Ltd. All rights reserved.