3-(7-Oxo-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizin-12-yl)-propionitrile | 692782-25-5

• 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: 3-(7-Oxo-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizin-12-yl)-propionitrile
• CAS: 692782-25-5
• 化学式: C₁₈H₁₉N₃O
• 分子量: 293.368
• InChiKey: XAHIZWOFVOHQPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  49.03
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(7-Oxo-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizin-12-yl)-propionitrile 在 镍 氨 、 氢气 、 sodium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 N-[3-(7-oxo-1,2,3,4,6,12b-hexahydroindolo[2,3-a]quinolizin-12-yl)propyl]methanesulfonamide
  参考文献：
  名称：

  Design and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA–FtsZ interaction

  摘要：

  The binding of FtsZ to ZipA is a potential target for antibacterial therapy. Based on a small molecule inhibitor of the ZipA-FtsZ interaction, a parallel synthesis of small molecules was initiated which targeted a key region of ZipA involved in FtsZ binding. The X-ray crystal structure of one of these molecules complexed with ZipA was solved. The structure revealed an unexpected binding mode, facilitated by desolvation of a loosely bound surface water.

  DOI：

  10.1016/j.bmcl.2004.01.028
• 作为产物：
  描述：

  2-乙酰基吡啶 在 platinum(IV) oxide PPA 、 甲烷磺酸 、 氢气 、 四丁基碘化铵 、 sodium carbonate 、 溶剂黄146 、 lithium hexamethyldisilazane 作用下， 以 乙醇 、 甲苯 为溶剂， 55.0~150.0 ℃ 、344.74 kPa 条件下， 反应 0.28h， 生成 3-(7-Oxo-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizin-12-yl)-propionitrile
  参考文献：
  名称：

  Design and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA–FtsZ interaction

  摘要：

  The binding of FtsZ to ZipA is a potential target for antibacterial therapy. Based on a small molecule inhibitor of the ZipA-FtsZ interaction, a parallel synthesis of small molecules was initiated which targeted a key region of ZipA involved in FtsZ binding. The X-ray crystal structure of one of these molecules complexed with ZipA was solved. The structure revealed an unexpected binding mode, facilitated by desolvation of a loosely bound surface water.

  DOI：

  10.1016/j.bmcl.2004.01.028