N-(3'-cyano-4'-isobutyl-2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide

• 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-(3'-cyano-4'-isobutyl-2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide
• 英文别名: N-[3'-cyano-4'-(2-methylpropyl)-2-(trifluoromethyl)biphenyl-4-yl]-2-[4-(ethylsulfonyl)phenyl]acetamide；N-[4-[3-cyano-4-(2-methylpropyl)phenyl]-3-(trifluoromethyl)phenyl]-2-(4-ethylsulfonylphenyl)acetamide
• 化学式: C₂₈H₂₇F₃N₂O₃S
• 分子量: 528.595
• InChiKey: IDDOTRDVQFMFJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  95.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-氰基苯酚 在 N-溴代丁二酰亚胺(NBS) 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 palladium on activated charcoal 、 三氟化硼乙醚 、 氢气 、 potassium acetate 、 potassium carbonate 、 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 甲苯 、 乙腈 为溶剂， 反应 36.5h， 生成 N-(3'-cyano-4'-isobutyl-2-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)-2-(4-(ethylsulfonyl)phenyl)acetamide
  参考文献：
  名称：

  From RORγt Agonist to Two Types of RORγt Inverse Agonists

  摘要：

  Biaryl amides as new ROR gamma t modulators were discovered. The crystal structure of biaryl amide agonist 6 in complex with ROR gamma t ligand binding domain (LBD) was resolved, and both "short" and "long" inverse agonists were obtained by removing from 6 or adding to 6 a proper structural moiety. While "short" inverse agonist (8) recruits a corepressor peptide and dispels a coactivator peptide, "long" inverse agonist (9) dispels both. The two types of inverse agonists can be utilized as potential tools to study mechanisms of Th17 transcriptional network inhibition and related disease biology.

  DOI：

  10.1021/acsmedchemlett.7b00476

文献信息

• From RORγt Agonist to Two Types of RORγt Inverse Agonists
  作者：Yonghui Wang、Wei Cai、Ting Tang、Qian Liu、Ting Yang、Liuqing Yang、Yingli Ma、Guifeng Zhang、Yafei Huang、Xiaoxia Song、Lisa A. Orband-Miller、Qianqian Wu、Ling Zhou、Zhijun Xiang、Jia-Ning Xiang、Stewart Leung、Liming Shao、Xichen Lin、Mercedes Lobera、Feng Ren

  DOI：10.1021/acsmedchemlett.7b00476

  日期：2018.2.8

  Biaryl amides as new ROR gamma t modulators were discovered. The crystal structure of biaryl amide agonist 6 in complex with ROR gamma t ligand binding domain (LBD) was resolved, and both "short" and "long" inverse agonists were obtained by removing from 6 or adding to 6 a proper structural moiety. While "short" inverse agonist (8) recruits a corepressor peptide and dispels a coactivator peptide, "long" inverse agonist (9) dispels both. The two types of inverse agonists can be utilized as potential tools to study mechanisms of Th17 transcriptional network inhibition and related disease biology.