(3R,4R,5S)-4-acetamido-5-amino-3-(8-azabicyclo[3.2.1]octan-8-yl)cyclohexene-1-carboxylic acid

• 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: (3R,4R,5S)-4-acetamido-5-amino-3-(8-azabicyclo[3.2.1]octan-8-yl)cyclohexene-1-carboxylic acid
• 化学式: C₁₆H₂₅N₃O₃
• 分子量: 307.393
• InChiKey: CBIVFZXLBGGJIX-MMCPYJTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  95.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  降莨菪鹼 在 氢氧化钾 、 四(三苯基膦)钯 、 水 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 (3R,4R,5S)-4-acetamido-5-amino-3-(8-azabicyclo[3.2.1]octan-8-yl)cyclohexene-1-carboxylic acid
  参考文献：
  名称：

  Carbocyclic influenza neuraminidase inhibitors possessing a C 3 -cyclic amine side chain: synthesis and inhibitory activity

  摘要：

  As part of our continuing work in the area of influenza neuraminidase inhibitors, a series of C-3-aza inhibitors possessing a cyclic amine side chain was synthesized and evaluated for influenza neuraminidase inhibitory activity. Analogues possessing a six-, seven- and eight-membered ring, 4c-e, respectively, at the C-3 position exhibited excellent influenza B neuraminidase inhibition. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00214-6

文献信息

• Carbocyclic influenza neuraminidase inhibitors possessing a C 3 -cyclic amine side chain: synthesis and inhibitory activity
  作者：Willard Lew、Huiwei Wu、Xiaowu Chen、Bradford J Graves、Paul A Escarpe、Holly L MacArthur、Dirk B Mendel、Choung U Kim

  DOI：10.1016/s0960-894x(00)00214-6

  日期：2000.6

  As part of our continuing work in the area of influenza neuraminidase inhibitors, a series of C-3-aza inhibitors possessing a cyclic amine side chain was synthesized and evaluated for influenza neuraminidase inhibitory activity. Analogues possessing a six-, seven- and eight-membered ring, 4c-e, respectively, at the C-3 position exhibited excellent influenza B neuraminidase inhibition. (C) 2000 Elsevier Science Ltd. All rights reserved.