3-Cyclohexyl-1-(2-morpholino-2-oxo-ethyl)-2-(p-tolyl)indole-6-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-Cyclohexyl-1-(2-morpholino-2-oxo-ethyl)-2-(p-tolyl)indole-6-carboxylic acid
• 英文别名: 3-cyclohexyl-2-(4-methylphenyl)-1-(2-morpholin-4-yl-2-oxoethyl)indole-6-carboxylic acid
• 化学式: C₂₈H₃₂N₂O₄
• 分子量: 460.573
• InChiKey: WKFFGELPYSAKDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-环己烷吲哚-6-甲酸 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium hydride 、 sodium carbonate 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 四氯化碳 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 68.0h， 生成 3-Cyclohexyl-1-(2-morpholino-2-oxo-ethyl)-2-(p-tolyl)indole-6-carboxylic acid
  参考文献：
  名称：

  Development and Preliminary Optimization of Indole-N-Acetamide Inhibitors of Hepatitis C Virus NS5B Polymerase

  摘要：

  Allosteric inhibition of the hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase enzyme has recently emerged as a viable strategy toward blocking replication of viral RNA in cell-based systems. We report here a novel class of allosteric inhibitor of NS5B that shows potent affinity for the NS5B enzyme and effective inhibition of subgenomic HCV RNA replication in HUH-7 cells. Inhibitors from this class have promising characteristics for further development as anti-HCV agents.

  DOI：

  10.1021/jm049122i

文献信息

• Development and Preliminary Optimization of Indole-<i>N</i>-Acetamide Inhibitors of Hepatitis C Virus NS5B Polymerase
  作者：Steven Harper、Barbara Pacini、Salvatore Avolio、Marcello Di Filippo、Giovanni Migliaccio、Ralph Laufer、Raffaele De Francesco、Michael Rowley、Frank Narjes

  DOI：10.1021/jm049122i

  日期：2005.3.1

  Allosteric inhibition of the hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase enzyme has recently emerged as a viable strategy toward blocking replication of viral RNA in cell-based systems. We report here a novel class of allosteric inhibitor of NS5B that shows potent affinity for the NS5B enzyme and effective inhibition of subgenomic HCV RNA replication in HUH-7 cells. Inhibitors from this class have promising characteristics for further development as anti-HCV agents.