2-[4-(ethylsulfonyl)phenyl]-N-(1-{2-[4-(trifluoromethyl)phenyl]ethyl}-1H-indol-5-yl)acetamide | 1508310-45-9

• 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: 2-[4-(ethylsulfonyl)phenyl]-N-(1-{2-[4-(trifluoromethyl)phenyl]ethyl}-1H-indol-5-yl)acetamide
• 英文别名: 2-(4-ethylsulfonylphenyl)-N-[1-[2-[4-(trifluoromethyl)phenyl]ethyl]indol-5-yl]acetamide
• CAS: 1508310-45-9
• 化学式: C₂₇H₂₅F₃N₂O₃S
• 分子量: 514.568
• InChiKey: RRIHUBCIXULAKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  76.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-硝基吲哚 在 盐酸 、 tin(II) chloride dihdyrate 、 caesium carbonate 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 potassium iodide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 133.17h， 生成 2-[4-(ethylsulfonyl)phenyl]-N-(1-{2-[4-(trifluoromethyl)phenyl]ethyl}-1H-indol-5-yl)acetamide
  参考文献：
  名称：

  Discovery of Tertiary Amine and Indole Derivatives as Potent RORγt Inverse Agonists

  摘要：

  A novel series of tertiary amines as retinoid-related orphan receptor gamma-t (ROR gamma t) inverse agonists was discovered through agonist/inverse agonist conversion. The level of ROR gamma t inhibition can be enhanced by modulating the conformational disruption of H12 in ROR gamma t LBD. Linker exploration and rational design led to the discovery of more potent indole-based ROR gamma t inverse agonists.

  DOI：

  10.1021/ml4003875

文献信息

• Discovery of Tertiary Amine and Indole Derivatives as Potent RORγt Inverse Agonists
  作者：Ting Yang、Qian Liu、Yaobang Cheng、Wei Cai、Yingli Ma、Liuqing Yang、Qianqian Wu、Lisa A. Orband-Miller、Ling Zhou、Zhijun Xiang、Melanie Huxdorf、Wei Zhang、Jing Zhang、Jia-Ning Xiang、Stewart Leung、Yang Qiu、Zhong Zhong、John D. Elliott、Xichen Lin、Yonghui Wang

  DOI：10.1021/ml4003875

  日期：2014.1.9

  A novel series of tertiary amines as retinoid-related orphan receptor gamma-t (ROR gamma t) inverse agonists was discovered through agonist/inverse agonist conversion. The level of ROR gamma t inhibition can be enhanced by modulating the conformational disruption of H12 in ROR gamma t LBD. Linker exploration and rational design led to the discovery of more potent indole-based ROR gamma t inverse agonists.