2-(4-n-butylbenzoyl)cyclohexanone | 1357260-11-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-n-butylbenzoyl)cyclohexanone
• 英文别名: 2-(4-Butylbenzoyl)cyclohexan-1-one
• CAS: 1357260-11-7
• 化学式: C₁₇H₂₂O₂
• 分子量: 258.36
• InChiKey: NZQPOXQDBBTGST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-n-butylbenzoyl)cyclohexanone 在 三乙胺 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 24.5h， 生成 1-(4-n-butylphenyl)-3-chloro-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
  参考文献：
  名称：

  Fragment based lead discovery of small molecule inhibitors for the EPHA4 receptor tyrosine kinase

  摘要：

  The in silico identification, optimization and crystallographic characterization of a 6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-1-amine scaffold as an inhibitor for the EPHA4 receptor tyrosine kinase is described. A database containing commercially available compounds was subjected to an in silico screening procedure which was focused on finding novel, EPHA4 hinge binding fragments. This resulted in the identification of 6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-1-amine derivatives as EPHA4 inhibitors. Hit exploration yielded a compound with 2 μM (IC(50)) affinity for the EPHA4 receptor tyrosine kinase domain. Soaking experiments into a crystal of the EPHA4 kinase domain gave a 2.11Å X-ray structure of the EPHA4 - inhibitor complex, which confirmed the binding mode of the scaffold as proposed by the initial in silico work. The results underscore the strength of fragment based in silico screening as a tool for the discovery of novel lead compounds as small molecule kinase inhibitors.

  DOI：

  10.1016/j.ejmech.2011.11.020
• 作为产物：
  描述：

  4-丁基苄氯 、 环己酮 在 哌啶 、 三乙胺 、 盐酸 、 水 作用下， 以 苯 、 1,4-二氧六环 为溶剂， 反应 26.0h， 生成 2-(4-n-butylbenzoyl)cyclohexanone
  参考文献：
  名称：

  Fragment based lead discovery of small molecule inhibitors for the EPHA4 receptor tyrosine kinase

  摘要：

  The in silico identification, optimization and crystallographic characterization of a 6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-1-amine scaffold as an inhibitor for the EPHA4 receptor tyrosine kinase is described. A database containing commercially available compounds was subjected to an in silico screening procedure which was focused on finding novel, EPHA4 hinge binding fragments. This resulted in the identification of 6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinolin-1-amine derivatives as EPHA4 inhibitors. Hit exploration yielded a compound with 2 μM (IC(50)) affinity for the EPHA4 receptor tyrosine kinase domain. Soaking experiments into a crystal of the EPHA4 kinase domain gave a 2.11Å X-ray structure of the EPHA4 - inhibitor complex, which confirmed the binding mode of the scaffold as proposed by the initial in silico work. The results underscore the strength of fragment based in silico screening as a tool for the discovery of novel lead compounds as small molecule kinase inhibitors.

  DOI：

  10.1016/j.ejmech.2011.11.020