5-biphenyl-1-(4-aminosulfonylphenyl)pyrazole-3-carboxylic acid | 1314236-32-2

• 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: 5-biphenyl-1-(4-aminosulfonylphenyl)pyrazole-3-carboxylic acid
• CAS: 1314236-32-2
• 化学式: C₂₂H₁₇N₃O₄S
• 分子量: 419.461
• InChiKey: FRFMKTGBBVPAAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115.28
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-biphenyl-1-(4-aminosulfonylphenyl)pyrazole-3-carboxylic acid 、 1-氨基哌啶 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 以40 mg的产率得到3-(piperidylaminocarbonyl)-5-(biphenyl)-1-(4-aminosulfonylphenyl)-1H-pyrazole
  参考文献：
  名称：

  Fragment-Based Drug Design and Drug Repositioning Using Multiple Ligand Simultaneous Docking (MLSD): Identifying Celecoxib and Template Compounds as Novel Inhibitors of Signal Transducer and Activator of Transcription 3 (STAT3)

  摘要：

  We describe a novel method of drug discovery using MLSD and drug repositioning with cancer target STAT3 being used as a test case. Multiple drug scaffolds were simultaneously docked into hot spots of STAT3 by MLSD, followed by tethering to generate virtual template compounds. Similarity search of virtual hits on drug database identified celecoxib as a novel inhibitor of STAT3. Furthermore, we designed two novel lead inhibitors based on one of the lead templates and celecoxib.

  DOI：

  10.1021/jm101330h
• 作为产物：
  描述：

  3-(4-苯基苯甲酰基)-2-酮丙酸乙酯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 39.0h， 生成 5-biphenyl-1-(4-aminosulfonylphenyl)pyrazole-3-carboxylic acid
  参考文献：
  名称：

  Fragment-Based Drug Design and Drug Repositioning Using Multiple Ligand Simultaneous Docking (MLSD): Identifying Celecoxib and Template Compounds as Novel Inhibitors of Signal Transducer and Activator of Transcription 3 (STAT3)

  摘要：

  We describe a novel method of drug discovery using MLSD and drug repositioning with cancer target STAT3 being used as a test case. Multiple drug scaffolds were simultaneously docked into hot spots of STAT3 by MLSD, followed by tethering to generate virtual template compounds. Similarity search of virtual hits on drug database identified celecoxib as a novel inhibitor of STAT3. Furthermore, we designed two novel lead inhibitors based on one of the lead templates and celecoxib.

  DOI：

  10.1021/jm101330h