tert-butyl (S)-3-((7-cyano-2-(3-(hydroxymethyl)phenyl)thieno[3,2-c]pyridin-4-yl)amino)piperidine-1-carboxylate | 1261302-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: tert-butyl (S)-3-((7-cyano-2-(3-(hydroxymethyl)phenyl)thieno[3,2-c]pyridin-4-yl)amino)piperidine-1-carboxylate
• CAS: 1261302-16-2
• 化学式: C₂₅H₂₈N₄O₃S
• 分子量: 464.588
• InChiKey: SEOHTFBZONXNLR-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  98.48
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-3-((7-cyano-2-(3-(hydroxymethyl)phenyl)thieno[3,2-c]pyridin-4-yl)amino)piperidine-1-carboxylate 在 硫酸 、 水 作用下， 反应 0.5h， 生成 (S)-2-(3-(hydroxymethyl)phenyl)-4-(piperidin-3-ylamino)thieno[3,2-c]pyridine-7-carboxamide
  参考文献：
  名称：

  Design, synthesis and SAR of thienopyridines as potent CHK1 inhibitors

  摘要：

  A novel series of CHK1 inhibitors based on thienopyridine template has been designed and synthesized. These inhibitors maintain critical hydrogen bonding with the hinge and conserved water in the ATP binding site. Several compounds show single digit nanomolar CHK1 activities. Compound 70 shows excellent enzymatic activity of 1 nM. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.105
• 作为产物：
  描述：

  tert-butyl (3S)-3-[(7-cyano-2-bromothieno[3,2-c]pyridin-4-yl)amino]piperidine-1-carboxylate 、 3-羟甲基苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 作用下， 以 1,4-二氧六环 为溶剂， 生成 tert-butyl (S)-3-((7-cyano-2-(3-(hydroxymethyl)phenyl)thieno[3,2-c]pyridin-4-yl)amino)piperidine-1-carboxylate
  参考文献：
  名称：

  Design, synthesis and SAR of thienopyridines as potent CHK1 inhibitors

  摘要：

  A novel series of CHK1 inhibitors based on thienopyridine template has been designed and synthesized. These inhibitors maintain critical hydrogen bonding with the hinge and conserved water in the ATP binding site. Several compounds show single digit nanomolar CHK1 activities. Compound 70 shows excellent enzymatic activity of 1 nM. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.105