3-(2-phenyl-1H-indol-3-yl)-propionamide | 785795-31-5

• 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-(2-phenyl-1H-indol-3-yl)-propionamide
• 英文别名: 3-(2-phenyl-1H-indol-3-yl)propanamide
• CAS: 785795-31-5
• 化学式: C₁₇H₁₆N₂O
• 分子量: 264.327
• InChiKey: ZSTWYLXWEVOIDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(2-phenyl-1H-indol-3-yl)-propionamide 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 potassium tert-butylate 、 四丁基碘化铵 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 45.15h， 生成 3-[3-(3-tert-butoxycarbonylamino-propyl)-2-phenyl-indol-1-yl]-propionic acid methyl ester
  参考文献：
  名称：

  Combinatorial synthesis of substituted 3-(2-indolyl)piperidines and 2-phenyl indoles as inhibitors of ZipA–FtsZ interaction

  摘要：

  The ZipA-FtsZ protein-protein interaction is a potential target for antibacterial therapy. The design and parallel synthesis of a combinatorial library of small molecules, which target the FtsZ binding area on ZipA are described. Compounds were demonstrated to bind to the FtsZ binding domain of ZipA by HSQC NMR and to inhibit cell division in a cell elongation assay. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.031
• 作为产物：
  描述：

  4-苯甲酰基丁酸 在 ammonium hydroxide 、 氯化亚砜 、 zinc(II) chloride 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 3-(2-phenyl-1H-indol-3-yl)-propionamide
  参考文献：
  名称：

  Combinatorial synthesis of substituted 3-(2-indolyl)piperidines and 2-phenyl indoles as inhibitors of ZipA–FtsZ interaction

  摘要：

  The ZipA-FtsZ protein-protein interaction is a potential target for antibacterial therapy. The design and parallel synthesis of a combinatorial library of small molecules, which target the FtsZ binding area on ZipA are described. Compounds were demonstrated to bind to the FtsZ binding domain of ZipA by HSQC NMR and to inhibit cell division in a cell elongation assay. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.031

文献信息

• Combinatorial synthesis of substituted 3-(2-indolyl)piperidines and 2-phenyl indoles as inhibitors of ZipA–FtsZ interaction
  作者：Lee D. Jennings、Kenneth W. Foreman、Thomas S. Rush、Desiree H.H. Tsao、Lidia Mosyak、Scott L. Kincaid、Mohani N. Sukhdeo、Alan G. Sutherland、Weidong Ding、Cynthia Hess Kenny、Chantel L. Sabus、Hanlan Liu、Elizabeth G. Dushin、Soraya L. Moghazeh、Pornpen Labthavikul、Peter J. Petersen、Margareta Tuckman、Alexey V. Ruzin

  DOI：10.1016/j.bmc.2004.07.031

  日期：2004.10

  The ZipA-FtsZ protein-protein interaction is a potential target for antibacterial therapy. The design and parallel synthesis of a combinatorial library of small molecules, which target the FtsZ binding area on ZipA are described. Compounds were demonstrated to bind to the FtsZ binding domain of ZipA by HSQC NMR and to inhibit cell division in a cell elongation assay. (C) 2004 Elsevier Ltd. All rights reserved.