NB45 | 1086092-35-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: NB45
• 英文别名: (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-3-[[(3aR,4R,6R,7R,7aR)-7-amino-4-(aminomethyl)-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]oxy]-4,6-diamino-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
• CAS: 1086092-35-4
• 化学式: C₂₀H₃₉N₅O₉
• 分子量: 493.558
• InChiKey: FXDKNQSWVYILDX-JRNXRQJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  232
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 、 水 、 三甲基膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 、 NB45
  参考文献：
  名称：

  Structure–toxicity relationship of aminoglycosides: Correlation of 2′-amine basicity with acute toxicity in pseudo-disaccharide scaffolds

  摘要：

  A new pseudo-disaccharide NB23 with a 3',4'-methylidene protection was designed and its properties were evaluated in comparison to other two structurally related pseudo-disaccharides. The basicity of the 2'-amine was found to be well correlated to acute toxicity data in mice: the increase in the basicity is associated with the toxicity increase. Based on these data, a new pseudo-trisaccharide NB45 was constructed. NB45 exhibited significant antibacterial activity while at the same time retained low acute toxicity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.053