[6-oxo-6-[(3-oxo-3-phenylmethoxypropyl)amino]hexyl] (1R,2R,3S,5S)-8-methyl-3-(oxido-phenyl-phenylmethoxyphosphaniumyl)oxy-8-azabicyclo[3.2.1]octane-2-carboxylate | 335332-34-8

• 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: [6-oxo-6-[(3-oxo-3-phenylmethoxypropyl)amino]hexyl] (1R,2R,3S,5S)-8-methyl-3-(oxido-phenyl-phenylmethoxyphosphaniumyl)oxy-8-azabicyclo[3.2.1]octane-2-carboxylate
• CAS: 335332-34-8
• 化学式: C₃₈H₄₇N₂O₈P
• 分子量: 690.774
• InChiKey: SXMMCLSMWHNTTJ-DPKOTCCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  49
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [6-oxo-6-[(3-oxo-3-phenylmethoxypropyl)amino]hexyl] (1R,2R,3S,5S)-8-methyl-3-(oxido-phenyl-phenylmethoxyphosphaniumyl)oxy-8-azabicyclo[3.2.1]octane-2-carboxylate 在 palladium on activated charcoal 氢气 作用下， 生成 hapten GNL
  参考文献：
  名称：

  Cocaine catalytic antibodies: the primary importance of linker effects

  摘要：

  Current treatments for cocaine addiction are not effective. The development of a catalytic monoclonal antibody (mAb) provides a strategy for not only binding, but also degrading cocaine, which offers a broad-based therapy. Hapten design is the central element for programming antibody catalysis. The characteristics of the linker used in classic transition-state analogue phosphonate haptens were shown to be important for obtaining mAbs that hydrolyze the benzoate ester of cocaine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00659-4
• 作为产物：
  描述：

  芽子碱盐酸盐 在 吡啶 、 sodium hydroxide 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 、 lithium diisopropyl amide 作用下， 生成 [6-oxo-6-[(3-oxo-3-phenylmethoxypropyl)amino]hexyl] (1R,2R,3S,5S)-8-methyl-3-(oxido-phenyl-phenylmethoxyphosphaniumyl)oxy-8-azabicyclo[3.2.1]octane-2-carboxylate
  参考文献：
  名称：

  Cocaine catalytic antibodies: the primary importance of linker effects

  摘要：

  Current treatments for cocaine addiction are not effective. The development of a catalytic monoclonal antibody (mAb) provides a strategy for not only binding, but also degrading cocaine, which offers a broad-based therapy. Hapten design is the central element for programming antibody catalysis. The characteristics of the linker used in classic transition-state analogue phosphonate haptens were shown to be important for obtaining mAbs that hydrolyze the benzoate ester of cocaine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00659-4