dimethyl 13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[1,7-a]indole-7,10-dicarboxylate | 1132679-20-9

• 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: dimethyl 13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[1,7-a]indole-7,10-dicarboxylate
• CAS: 1132679-20-9
• 化学式: C₂₆H₂₈N₂O₄
• 分子量: 432.519
• InChiKey: BFHGCYVZBOQTTK-UHFFFAOYSA-N

物化性质

• 沸点：
  645.3±55.0 °C(predicted)
• 密度：
  1.31±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 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：
  0.38
• 拓扑面积：
  69.56
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 dimethyl 13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[1,7-a]indole-7,10-dicarboxylate 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 dimethyl 13-cyclohexyl-5-methyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[1,7-a]indole-7,10-dicarboxylate
  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 2-(2-aminophenyl)-3-cyclohexyl-1-(3-methoxy-3-oxoprop-1-en-2-yl)-1H-indole-6-carboxylate 在 苄基三乙基氯化铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 以53%的产率得到dimethyl 13-cyclohexyl-6,7-dihydro-5H-benzo[5,6][1,4]diazepino[1,7-a]indole-7,10-dicarboxylate
  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