3,4-Dihydro-1H-isoquinoline-2-carboxylic acid (3R,5S)-5-[1-(carboxymethyl-methyl-aminooxalyl)-butylcarbamoyl]-1-((R)-3-methyl-2-{(R)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidin-3-yl ester

• 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: 3,4-Dihydro-1H-isoquinoline-2-carboxylic acid (3R,5S)-5-[1-(carboxymethyl-methyl-aminooxalyl)-butylcarbamoyl]-1-((R)-3-methyl-2-{(R)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidin-3-yl ester
• 英文别名: 2-[[3-[[(2S,4R)-4-(3,4-dihydro-1H-isoquinoline-2-carbonyloxy)-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-2-(pyrazine-2-carbonylamino)butanoyl]amino]butanoyl]pyrrolidine-2-carbonyl]amino]-2-oxo-hexanoyl]-methyl-amino]acetic acid；2-[[3-[[(2S,4R)-4-(3,4-dihydro-1H-isoquinoline-2-carbonyloxy)-1-[(2R)-3-methyl-2-[[(2R)-3-methyl-2-(pyrazine-2-carbonylamino)butanoyl]amino]butanoyl]pyrrolidine-2-carbonyl]amino]-2-oxohexanoyl]-methylamino]acetic acid
• 化学式: C₃₉H₅₂N₈O₁₀
• 分子量: 792.889
• InChiKey: ZYXLFSZMZUDYBO-MHCCRCSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  57
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  238
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  3,4-Dihydro-1H-isoquinoline-2-carboxylic acid (3R,5S)-5-[1-(tert-butoxycarbonylmethyl-methyl-aminooxalyl)-butylcarbamoyl]-1-((R)-3-methyl-2-{(R)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidin-3-yl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3,4-Dihydro-1H-isoquinoline-2-carboxylic acid (3R,5S)-5-[1-(carboxymethyl-methyl-aminooxalyl)-butylcarbamoyl]-1-((R)-3-methyl-2-{(R)-3-methyl-2-[(pyrazine-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidin-3-yl ester
  参考文献：
  名称：

  Inhibitors of hepatitis C virus NS3·4A protease 2. Warhead SAR and optimization

  摘要：

  The alpha-ketoamide warhead (e.g., 15) was found to be a practical replacement for aliphatic aldehydes in a series of HCV NS.4A protease inhibitors. Structure-activity relationships and prime side optimization are discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.022