(S)-2-Amino-N-(((2S,5S,6R,7S,8R,10S)-8,10-diamino-6,7-dihydroxy-1-oxaspiro[4.5]decan-2-yl)methyl)-3-(1H-indol-3-yl)propanamide | 1569042-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (S)-2-Amino-N-(((2S,5S,6R,7S,8R,10S)-8,10-diamino-6,7-dihydroxy-1-oxaspiro[4.5]decan-2-yl)methyl)-3-(1H-indol-3-yl)propanamide
• 英文别名: (2S)-2-amino-N-[[(2S,5S,6R,7S,8R,10S)-8,10-diamino-6,7-dihydroxy-1-oxaspiro[4.5]decan-2-yl]methyl]-3-(1H-indol-3-yl)propanamide
• CAS: 1569042-83-6
• 化学式: C₂₁H₃₁N₅O₄
• 分子量: 417.508
• InChiKey: JHSOWXHMLVZPNH-LGFLNJHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  173
• 氢给体数：
  7
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tert-butyl ((S)-1-((((2S,5S,6R,7S,8R,10S)-6,7-dihydroxy-8,10-bis(carbo benzyloxyamino)-1-oxaspiro[4.5]decan-2-yl)carbobenzyloxy)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)carbamate 在 1,4-环己二烯 、 palladium 10% on activated carbon 、 三氟乙酸 作用下， 以 溶剂黄146 为溶剂， 反应 15.0h， 生成 (S)-2-Amino-N-(((2S,5S,6R,7S,8R,10S)-8,10-diamino-6,7-dihydroxy-1-oxaspiro[4.5]decan-2-yl)methyl)-3-(1H-indol-3-yl)propanamide
  参考文献：
  名称：

  Rigid spiroethers targeting the decoding center of the bacterial ribosome

  摘要：

  Continuing our efforts towards understanding the principles governing ribosomal recognition and function, we have synthesized and evaluated a series of diversely functionalized 5,6-, 6,6- and 7,6- spiroethers. These compounds successfully mimic natural aminoglycosides regarding their binding to the decoding center of the bacterial ribosome. Their potential to inhibit prokaryotic protein production in vitro along with their antibacterial potencies have also been examined. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.068

文献信息

• Rigid spiroethers targeting the decoding center of the bacterial ribosome
  作者：Ioannis Mavridis、Georgia Kythreoti、Konstantina Koltsida、Dionisios Vourloumis

  DOI：10.1016/j.bmc.2013.12.068

  日期：2014.2

  Continuing our efforts towards understanding the principles governing ribosomal recognition and function, we have synthesized and evaluated a series of diversely functionalized 5,6-, 6,6- and 7,6- spiroethers. These compounds successfully mimic natural aminoglycosides regarding their binding to the decoding center of the bacterial ribosome. Their potential to inhibit prokaryotic protein production in vitro along with their antibacterial potencies have also been examined. (C) 2014 Elsevier Ltd. All rights reserved.