methyl 7-(aminomethyl)-14-cyclohexyl-6-methyl-5,6,7,8-tetrahydrobenzo[6,7][1,4]diazocino[1,8-a]indole-11-carboxylate | 1132679-34-5

• 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: methyl 7-(aminomethyl)-14-cyclohexyl-6-methyl-5,6,7,8-tetrahydrobenzo[6,7][1,4]diazocino[1,8-a]indole-11-carboxylate
• CAS: 1132679-34-5
• 化学式: C₂₇H₃₃N₃O₂
• 分子量: 431.578
• InChiKey: JZUGVSYMCGXEBR-UHFFFAOYSA-N

物化性质

• 沸点：
  626.2±50.0 °C(predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  32.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  60.49
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 methyl 7-(aminomethyl)-14-cyclohexyl-6-methyl-5,6,7,8-tetrahydrobenzo[6,7][1,4]diazocino[1,8-a]indole-11-carboxylate 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 methyl 14-cyclohexyl-7-((dimethylamino)methyl)-6-methyl-5,6,7,8-tetrahydrobenzo[6,7][1,4]diazocino[1,8-a]indole-11-carboxylate
  参考文献：
  名称：

  Tetracyclic indole inhibitors of hepatitis C virus NS5B-polymerase

  摘要：

  We report the evolutionary path from an open-chain series to conformationally constrained tetracyclic indole inhibitors of HCV NS5B-polymerase, where the C2 aromatic is tethered to the indole nitrogen. SAR studies led to the discovery of zwitterionic compounds endowed with good intrinsic enzyme affinity and cell-based potency, as well as superior DMPK profiles to their acyclic counterparts, and ultimately to the identification of a pre-clinical candidate with an excellent predicted human pharmacokinetic profile. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.068
• 作为产物：
  描述：

  methyl 7-cyano-14-cyclohexyl-6-methyl-5,6,7,8-tetrahydrobenzo[6,7][1,4]diazocino[1,8-a]indole-11-carboxylate 在 二氧化铂 、 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 以75%的产率得到methyl 7-(aminomethyl)-14-cyclohexyl-6-methyl-5,6,7,8-tetrahydrobenzo[6,7][1,4]diazocino[1,8-a]indole-11-carboxylate
  参考文献：
  名称：

  Tetracyclic indole inhibitors of hepatitis C virus NS5B-polymerase

  摘要：

  We report the evolutionary path from an open-chain series to conformationally constrained tetracyclic indole inhibitors of HCV NS5B-polymerase, where the C2 aromatic is tethered to the indole nitrogen. SAR studies led to the discovery of zwitterionic compounds endowed with good intrinsic enzyme affinity and cell-based potency, as well as superior DMPK profiles to their acyclic counterparts, and ultimately to the identification of a pre-clinical candidate with an excellent predicted human pharmacokinetic profile. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.068