2-(3-(piperidin-1-yl)propoxy)quinoline-6-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(3-(piperidin-1-yl)propoxy)quinoline-6-carboxylic acid
• 英文别名: 2-(3-Piperidin-1-ylpropoxy)quinoline-6-carboxylic acid；2-(3-piperidin-1-ylpropoxy)quinoline-6-carboxylic acid
• 化学式: C₁₈H₂₂N₂O₃
• 分子量: 314.384
• InChiKey: CVGXXQDMXKWXHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  62.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-溴-2-氯喹啉 、 1-哌啶丙醇 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 mineral oil 为溶剂， 反应 6.34h， 生成 2-(3-(piperidin-1-yl)propoxy)quinoline-6-carboxylic acid
  参考文献：
  名称：

  Discovery of a Chemical Probe Bisamide (CCT251236): An Orally Bioavailable Efficacious Pirin Ligand from a Heat Shock Transcription Factor 1 (HSF1) Phenotypic Screen

  摘要：

  Phenotypic screens, which focus on measuring and quantifying discrete cellular changes rather than affinity for individual recombinant proteins, have recently attracted renewed interest as an efficient strategy for drug discovery. In this article, we describe the discovery of a new chemical probe, bisamide (CCT251236), identified using an unbiased phenotypic screen to detect inhibitors of the HSF1 stress pathway. The chemical probe is orally bioavailable and displays efficacy in a human ovarian carcinoma xenograft model. By developing cell:based SAP. and using chemical proteomics, we identified pirin as a high affinity molecular target, which was confirmed by SPR and crystallography.

  DOI：

  10.1021/acs.jmedchem.6b01055