N-(2-isoquinoline-5-sulfonamidoethyl), N-(tert-butyloxycarbonyl)-3-amino-propionic acid N-hydroxy-succinimide ester | 908231-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(2-isoquinoline-5-sulfonamidoethyl), N-(tert-butyloxycarbonyl)-3-amino-propionic acid N-hydroxy-succinimide ester
• 英文别名: (2,5-Dioxopyrrolidin-1-yl) 3-[tert-butoxycarbonyl-[2-(5-isoquinolylsulfonylamino)ethyl]amino]propanoate；(2,5-dioxopyrrolidin-1-yl) 3-[2-(isoquinolin-5-ylsulfonylamino)ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoate
• CAS: 908231-41-4
• 化学式: C₂₃H₂₈N₄O₈S
• 分子量: 520.563
• InChiKey: AUIFYQSJDCTCEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  161
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-(2-isoquinoline-5-sulfonamidoethyl), N-(tert-butyloxycarbonyl)-3-amino-propionic acid N-hydroxy-succinimide ester 以 二氯甲烷 为溶剂， 反应 24.5h， 生成
  参考文献：
  名称：

  Inhibition of protein kinases by bis-ATP mimics

  摘要：

  The primary structure of the different PKC subspecies contains an ATP-binding sequence in the catalytic domain. The alpha, beta, and gamma isoforms contain an additional ATP-binding consensus sequence whose significance remains unknown. To explain this function and also to prepare new specific PKC inhibitors, bis-ATP molecules have been synthesized. The variation of the mutual position of the ATP mimics is conditioned by the choice of the included spacer. The products generally have an increased inhibitor potency towards PKC, PKA and HL60 tyrosin kinase. The inhibition is always competitive towards ATP but does not allow the conclusion that a simultaneous interaction occurs at both ATP-binding sites.

  DOI：

  10.1016/0223-5234(92)90024-u
• 作为产物：
  描述：

  N-(2-氨乙基)-5-异喹啉磺酰二盐酸盐 在 sodium hydroxide 、 sodium carbonate 、 potassium hydrogencarbonate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 4.5h， 生成 N-(2-isoquinoline-5-sulfonamidoethyl), N-(tert-butyloxycarbonyl)-3-amino-propionic acid N-hydroxy-succinimide ester
  参考文献：
  名称：

  Inhibition of protein kinases by bis-ATP mimics

  摘要：

  The primary structure of the different PKC subspecies contains an ATP-binding sequence in the catalytic domain. The alpha, beta, and gamma isoforms contain an additional ATP-binding consensus sequence whose significance remains unknown. To explain this function and also to prepare new specific PKC inhibitors, bis-ATP molecules have been synthesized. The variation of the mutual position of the ATP mimics is conditioned by the choice of the included spacer. The products generally have an increased inhibitor potency towards PKC, PKA and HL60 tyrosin kinase. The inhibition is always competitive towards ATP but does not allow the conclusion that a simultaneous interaction occurs at both ATP-binding sites.

  DOI：

  10.1016/0223-5234(92)90024-u