4-[(4-methyl-1H-indol-5-yl)amino]-2-[3-(pyrrolidin-1-ylcarbonyl)phenyl]thieno[2,3-b]pyridine-5-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 4-[(4-methyl-1H-indol-5-yl)amino]-2-[3-(pyrrolidin-1-ylcarbonyl)phenyl]thieno[2,3-b]pyridine-5-carbonitrile
• 英文别名: 4-(4-methyl-1H-indol-5-ylamino)-2-(3-(pyrrolidine-1-carbonyl)phenyl)thieno[2,3-b]pyridine-5-carbonitrile；4-[(4-methyl-1H-indol-5-yl)amino]-2-[3-(pyrrolidine-1-carbonyl)phenyl]thieno[2,3-b]pyridine-5-carbonitrile
• 化学式: C₂₈H₂₃N₅OS
• 分子量: 477.59
• InChiKey: MPKJLCGWZCOAHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-Iodo-4-[(4-methyl-1H-indol-5-yl)amino]thieno[2,3-b]pyridine-5-carbonitrile 、 3-吡咯啉基羰基苯基硼酸 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-[(4-methyl-1H-indol-5-yl)amino]-2-[3-(pyrrolidin-1-ylcarbonyl)phenyl]thieno[2,3-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  2-Alkenylthieno[2,3-b]pyridine-5-carbonitriles: Potent and selective inhibitors of PKCθ

  摘要：

  A series of 2-alkenyl thieno[2,3-b] pyridine inhibitors of PKC theta were synthesized as potential inflammatory modulators. This series led to the discovery of 2-alkenyl amides, which are exceptionally potent and selective inhibitors of PKC theta. Compound 8 has an IC(50) of 3.8 nM against PKC theta and shows excellent selectivity over a variety of PKC isoforms. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.040

文献信息

• Thieno [2,3-B] pyridine-5-carbonitriles as protein kinase inhibitors
  申请人：Boschelli H. Diane

  公开号：US20070082880A1

  公开（公告）日：2007-04-12

  Disclosed are compounds of Formula I: wherein R 1 , R 2 , R 3 , R 4 , and X, are defined hereinbefore in the specification, which can be useful in the treatment of autoimmune and inflammatory diseases, and processes for producing said compounds.

  公开了以下公式I的化合物：其中R1、R2、R3、R4和X在规范中已定义，这些化合物可以用于治疗自身免疫和炎症性疾病，并且公开了生产这些化合物的过程。
• 2-Alkenylthieno[2,3-b]pyridine-5-carbonitriles: Potent and selective inhibitors of PKCθ
  作者：L. Nathan Tumey、Diane H. Boschelli、Julie Lee、Divya Chaudhary

  DOI：10.1016/j.bmcl.2008.06.040

  日期：2008.8

  A series of 2-alkenyl thieno[2,3-b] pyridine inhibitors of PKC theta were synthesized as potential inflammatory modulators. This series led to the discovery of 2-alkenyl amides, which are exceptionally potent and selective inhibitors of PKC theta. Compound 8 has an IC(50) of 3.8 nM against PKC theta and shows excellent selectivity over a variety of PKC isoforms. (c) 2008 Elsevier Ltd. All rights reserved.