trans-4-{[4-[(5,6-dimethyl-1,3-benzothiazol-2-yl)amino]-6-(phenylmethyl)-2pyrimidinyl]amino}cyclohexanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: trans-4-{[4-[(5,6-dimethyl-1,3-benzothiazol-2-yl)amino]-6-(phenylmethyl)-2pyrimidinyl]amino}cyclohexanol
• 化学式: C₂₆H₂₉N₅OS
• 分子量: 459.615
• InChiKey: ADLGFXXJNWPIRR-XUTJKUGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  82.96
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  N-[2-fluoro-6-(phenylmethyl)-4-pyrimidinyl]-5,6-dimethyl-1,3-benzothiazol-2-amine 、 trans-4-Aminocyclohexanol 以 异丙醇 为溶剂， 反应 0.5h， 以66%的产率得到trans-4-{[4-[(5,6-dimethyl-1,3-benzothiazol-2-yl)amino]-6-(phenylmethyl)-2pyrimidinyl]amino}cyclohexanol
  参考文献：
  名称：

  Identification of a Novel and Selective Series of Itk Inhibitors via a Template-Hopping Strategy

  摘要：

  Inhibition of Itk potentially constitutes a novel, nonsteroidal treatment for asthma and other T-cell mediated diseases. In-house kinase cross-screening resulted in the identification of an aminopyrazole-based series of Itk inhibitors. Initial work on this series highlighted selectivity issues with several other kinases, particularly AurA and AurB. A template-hopping strategy was used to identify a series of aminobenzothiazole Itk inhibitors, which utilized an inherently more selective hinge binding motif Crystallography and modeling were used to rationalize the observed selectivity. Initial exploration of the SAR around this series identified potent Itk inhibitors in both enzyme and cellular assays.

  DOI：

  10.1021/ml400206q

文献信息

• Identification of a Novel and Selective Series of Itk Inhibitors via a Template-Hopping Strategy
  作者：Catherine M. Alder、Martin Ambler、Amanda J. Campbell、Aurelie C. Champigny、Angela M. Deakin、John D. Harling、Carol A. Harris、Tim Longstaff、Sean Lynn、Aoife C. Maxwell、Chris J. Mooney、Callum Scullion、Onkar M. P. Singh、Ian E. D. Smith、Donald O. Somers、Christopher J. Tame、Gareth Wayne、Caroline Wilson、James M. Woolven

  DOI：10.1021/ml400206q

  日期：2013.10.10

  Inhibition of Itk potentially constitutes a novel, nonsteroidal treatment for asthma and other T-cell mediated diseases. In-house kinase cross-screening resulted in the identification of an aminopyrazole-based series of Itk inhibitors. Initial work on this series highlighted selectivity issues with several other kinases, particularly AurA and AurB. A template-hopping strategy was used to identify a series of aminobenzothiazole Itk inhibitors, which utilized an inherently more selective hinge binding motif Crystallography and modeling were used to rationalize the observed selectivity. Initial exploration of the SAR around this series identified potent Itk inhibitors in both enzyme and cellular assays.