tert-butyl ((5S,8S,14S,17S,20S,23S)-26-amino-20-(3-amino-3-oxopropyl)-14,17-dibenzyl-8-isobutyl-2-methyl-5-(2-(methylthio)ethyl)-4,7,10,13,16,19,22,26-octaoxo-2,3,6,9,12,15,18,21-octaazahexacosan-23-yl)carbamate | 83181-65-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl ((5S,8S,14S,17S,20S,23S)-26-amino-20-(3-amino-3-oxopropyl)-14,17-dibenzyl-8-isobutyl-2-methyl-5-(2-(methylthio)ethyl)-4,7,10,13,16,19,22,26-octaoxo-2,3,6,9,12,15,18,21-octaazahexacosan-23-yl)carbamate
• CAS: 83181-65-1
• 化学式: C₄₈H₇₃N₁₁O₁₁S
• 分子量: 1012.24
• InChiKey: AQUYKQJMNUEFHV-DUGSHLAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.17
• 重原子数：
  71.0
• 可旋转键数：
  30.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  331.45
• 氢给体数：
  10.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  tert-butyl ((5S,8S,14S,17S,20S,23S)-26-amino-20-(3-amino-3-oxopropyl)-14,17-dibenzyl-8-isobutyl-2-methyl-5-(2-(methylthio)ethyl)-4,7,10,13,16,19,22,26-octaoxo-2,3,6,9,12,15,18,21-octaazahexacosan-23-yl)carbamate 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 生成 Gln-Gln-Phe-Phe-Gly-Leu-Met-NHN(CH3)2
  参考文献：
  名称：

  Structure-activity studies on the C-terminal amide of substance P

  摘要：

  Twelve C-terminal heptapeptide analogues of substance P have been synthesized by solid phase and by the classical solution method. The modifications concerned all the C-terminal primary amide of SP and should therefore help to understand the biological significance of this carboxamide, as evaluated by in vivo and in vitro bioassays. From the results it can be seen that not the slightest change of the two amide protons is tolerated without an important loss of activity: replacement of one or two amide protons with alkyl groups, extension of the amide to the hydrazide and its alkyl analogues, and exchange of the amide with an ester or a carboxylic acid all reduce the relative activity/affinity at least by 2-fold. It is not clear for what reason all these modifications produce such a drastic activity reduction.

  DOI：

  10.1021/jm00353a009
• 作为产物：
  描述：

  Boc-Met-NHN(CH3)2 在 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 为溶剂， 反应 27.5h， 生成 tert-butyl ((5S,8S,14S,17S,20S,23S)-26-amino-20-(3-amino-3-oxopropyl)-14,17-dibenzyl-8-isobutyl-2-methyl-5-(2-(methylthio)ethyl)-4,7,10,13,16,19,22,26-octaoxo-2,3,6,9,12,15,18,21-octaazahexacosan-23-yl)carbamate
  参考文献：
  名称：

  Structure-activity studies on the C-terminal amide of substance P

  摘要：

  Twelve C-terminal heptapeptide analogues of substance P have been synthesized by solid phase and by the classical solution method. The modifications concerned all the C-terminal primary amide of SP and should therefore help to understand the biological significance of this carboxamide, as evaluated by in vivo and in vitro bioassays. From the results it can be seen that not the slightest change of the two amide protons is tolerated without an important loss of activity: replacement of one or two amide protons with alkyl groups, extension of the amide to the hydrazide and its alkyl analogues, and exchange of the amide with an ester or a carboxylic acid all reduce the relative activity/affinity at least by 2-fold. It is not clear for what reason all these modifications produce such a drastic activity reduction.

  DOI：

  10.1021/jm00353a009