3-氰基-1H-吲哚-4-羧酸 | 889942-85-2

• 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
• 中文名称: 3-氰基-1H-吲哚-4-羧酸
• 英文名称: 3-Cyano-1H-indole-4-carboxylic acid
• CAS: 889942-85-2
• 化学式: C₁₀H₆N₂O₂
• mdl: MFCD07776626
• 分子量: 186.17
• InChiKey: PWVNJBVXUPJABL-UHFFFAOYSA-N

物化性质

• 沸点：
  509.0±30.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-氰基-1H-吲哚-4-羧酸 、 3-[4-(4-aminopiperidin-1-yl)butyl]-1H-indole-5-carbonitrile 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Allosteric IGF-1R Inhibitors

  摘要：

  Targeting allosteric protein sites is a promising approach to interfere selectively with cellular signaling cascades. We have discovered a novel class of allosteric insulin-like growth factor-1 receptor (IGF-1R) inhibitors. 3-Cyano-1H-indole-7-carboxylic acid {1-[4-(5-cyano-1H-indol-3-yl)butyl]piperidin-4-yl}amide (10) was found with nanomolar biochemical, micromolar, cellular IGF-1R activity and no relevant interference with cellular insulin receptor signaling up to 30 mu M. The allosteric binding site was characterized by X-ray crystallographic studies, and the structural information was used to explain the unique mode of action of this new class of inhibitors.

  DOI：

  10.1021/ml100044h

文献信息

• Allosteric IGF-1R Inhibitors
  作者：Timo Heinrich、Ulrich Grädler、Henning Böttcher、Andree Blaukat、Adam Shutes

  DOI：10.1021/ml100044h

  日期：2010.8.12

  Targeting allosteric protein sites is a promising approach to interfere selectively with cellular signaling cascades. We have discovered a novel class of allosteric insulin-like growth factor-1 receptor (IGF-1R) inhibitors. 3-Cyano-1H-indole-7-carboxylic acid 1-[4-(5-cyano-1H-indol-3-yl)butyl]piperidin-4-yl}amide (10) was found with nanomolar biochemical, micromolar, cellular IGF-1R activity and no relevant interference with cellular insulin receptor signaling up to 30 mu M. The allosteric binding site was characterized by X-ray crystallographic studies, and the structural information was used to explain the unique mode of action of this new class of inhibitors.