6-S-[methyl (5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-4-(bis-N,N'-tert-butyloxycarbonyl)-guanidino-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-1-thioacetylhexane | 1538572-53-0

• 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-S-[methyl (5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-4-(bis-N,N'-tert-butyloxycarbonyl)-guanidino-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-1-thioacetylhexane
• CAS: 1538572-53-0
• 化学式: C₃₇H₆₀N₄O₁₅S₂
• 分子量: 865.033
• InChiKey: MLWGZCIBNRNCEN-WYPPPDFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  58.0
• 可旋转键数：
  17.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  249.62
• 氢给体数：
  3.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  6-S-[methyl (5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-4-(bis-N,N'-tert-butyloxycarbonyl)-guanidino-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-1-thioacetylhexane 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Bifunctional thiosialosides inhibit influenza virus

  摘要：

  We have synthesized a panel of bivalent S-sialoside analogues, with modifications at the 4 position, as inhibitors of influenza virus. These first generation compounds show IC50 values ranging from low micromolar to high nanomolar in enzyme inhibition and plaque reduction assays with two intact viruses, Influenza H1N1 (A/California/07/2009) and H3N2 (A/Hongkong/8/68). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.077
• 作为产物：
  描述：

  6-S-[methyl (5-acetamido-7,8,9-tri-O-acetyl-4-azido-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-1-thiolacetetylhexane 在 三乙胺 、 三苯基膦 、 mercury dichloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 6-S-[methyl (5-acetamido-7,8,9-tri-O-acetyl-3,4,5-trideoxy-4-(bis-N,N'-tert-butyloxycarbonyl)-guanidino-D-glycero-α-D-galacto-non-2-ulopyranosyl)onate]-1-thioacetylhexane
  参考文献：
  名称：

  Bifunctional thiosialosides inhibit influenza virus

  摘要：

  We have synthesized a panel of bivalent S-sialoside analogues, with modifications at the 4 position, as inhibitors of influenza virus. These first generation compounds show IC50 values ranging from low micromolar to high nanomolar in enzyme inhibition and plaque reduction assays with two intact viruses, Influenza H1N1 (A/California/07/2009) and H3N2 (A/Hongkong/8/68). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.077