N'-(1-(3-methylbut-2-en-1-yl)-2-oxoindolin-3-ylidene)-4-(trifluoromethyl)benzohydrazide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N'-(1-(3-methylbut-2-en-1-yl)-2-oxoindolin-3-ylidene)-4-(trifluoromethyl)benzohydrazide
• 化学式: C₂₁H₁₈F₃N₃O₂
• 分子量: 401.388
• InChiKey: UNUTYUDNMHHHDU-XIEYBQDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  61.77
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  靛红 在 sodium hydride 、 溶剂黄146 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 N'-(1-(3-methylbut-2-en-1-yl)-2-oxoindolin-3-ylidene)-4-(trifluoromethyl)benzohydrazide
  参考文献：
  名称：

  Developing potential Helicobacter pylori urease inhibitors from novel oxoindoline derivatives: Synthesis, biological evaluation and in silico study

  摘要：

  By recruiting the important moiety from Shikonin, a series of novel oxoindoline derivatives S1-S20 have been synthesized for inhibiting H. pylori urease. The most potent compound S18 displayed better activity (IC50 = 0.71 mu M; MIC = 0.48 mu M) than the positive controls AHA (IC50 = 17.2 mu M) and Metronidazole (MIC = 31.3 mu M). With low cytotoxicity, it showed considerable potential for further development. Docking simulation revealed the possible binding pattern of this series. 3D QSAR model was built to discuss SAR and give useful hints for future modification.

  DOI：

  10.1016/j.bmcl.2018.08.025

文献信息

• Developing potential Helicobacter pylori urease inhibitors from novel oxoindoline derivatives: Synthesis, biological evaluation and in silico study
  作者：Yu-Shun Yang、Mi-Mi Su、Xu-Ping Zhang、Qi-Xing Liu、Zhen-Xiang He、Chen Xu、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2018.08.025

  日期：2018.10

  By recruiting the important moiety from Shikonin, a series of novel oxoindoline derivatives S1-S20 have been synthesized for inhibiting H. pylori urease. The most potent compound S18 displayed better activity (IC50 = 0.71 mu M; MIC = 0.48 mu M) than the positive controls AHA (IC50 = 17.2 mu M) and Metronidazole (MIC = 31.3 mu M). With low cytotoxicity, it showed considerable potential for further development. Docking simulation revealed the possible binding pattern of this series. 3D QSAR model was built to discuss SAR and give useful hints for future modification.