12-(3-Amino-propyl)-1,2,3,4,12,12b-hexahydro-indolo[2,3-a]quinolizin-7-one | 692782-26-6

• 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: 12-(3-Amino-propyl)-1,2,3,4,12,12b-hexahydro-indolo[2,3-a]quinolizin-7-one
• 英文别名: 12-(3-Aminopropyl)-1,2,3,4,6,12b-hexahydroindolo[2,3-a]quinolizin-7-one
• CAS: 692782-26-6
• 化学式: C₁₈H₂₃N₃O
• 分子量: 297.4
• InChiKey: NSSCUFMOMIKWCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-噻吩磺酰氯 、 12-(3-Amino-propyl)-1,2,3,4,12,12b-hexahydro-indolo[2,3-a]quinolizin-7-one 在 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 生成 Thiophene-2-sulfonic acid [3-(7-oxo-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizin-12-yl)-propyl]-amide
  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：

  3-(7-Oxo-1,3,4,6,7,12b-hexahydro-2H-indolo[2,3-a]quinolizin-12-yl)-propionitrile 在 镍 氨 、 氢气 作用下， 以 甲醇 为溶剂， 以65%的产率得到12-(3-Amino-propyl)-1,2,3,4,12,12b-hexahydro-indolo[2,3-a]quinolizin-7-one
  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

文献信息

• Design and synthesis of indolo[2,3-a]quinolizin-7-one inhibitors of the ZipA–FtsZ interaction
  作者：Lee D. Jennings、Ken W. Foreman、Thomas S. Rush、Desiree H.H. Tsao、Lidia Mosyak、Yuanhong Li、Mohani N. Sukhdeo、Weidong Ding、Elizabeth G. Dushin、Cynthia Hess Kenny、Soraya L. Moghazeh、Peter J. Petersen、Alexey V. Ruzin、Margareta Tuckman、Alan G. Sutherland

  DOI：10.1016/j.bmcl.2004.01.028

  日期：2004.3

  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.