N-(6-(2-((1,3-benzothiazol-2-ylmethyl)thio)pyrimidin-4-yl)hex-1-yl)biotinamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: N-(6-(2-((1,3-benzothiazol-2-ylmethyl)thio)pyrimidin-4-yl)hex-1-yl)biotinamide
• 英文别名: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[6-[2-(1,3-benzothiazol-2-ylmethylsulfanyl)pyrimidin-4-yl]hexyl]pentanamide
• 化学式: C₂₈H₃₆N₆O₂S₃
• 分子量: 584.831
• InChiKey: QHSITPUSYGREJA-KJOQGJGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  188
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  苯并噻唑-2-甲醛 在 吡啶 、 sodium tetrahydroborate 、 三溴化磷 、 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 85.0h， 生成 N-(6-(2-((1,3-benzothiazol-2-ylmethyl)thio)pyrimidin-4-yl)hex-1-yl)biotinamide
  参考文献：
  名称：

  Synthesis of the biotinylated anti-HIV compound BMMP and the target identification study

  摘要：

  BMMP [2-(benzothiazol-2-ylmethylthio)-4-methylpyrimidine], an inhibitor of HIV-1 replication, was linked to biotin to study the interaction with the presumed target, HIV-1 Pr55(Gag) or CA, by means of surface plasmon resonance. The synthesized Biotin-BMMP inhibited HIV-1 replication to a similar extent as BMMP alone, but did not interact with Pr55Gag or CA, suggesting that BMMP exerts its activity by a different mechanism. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.036

文献信息

• Synthesis of the biotinylated anti-HIV compound BMMP and the target identification study
  作者：Masahiro Kamo、Hiroshi Tateishi、Ryoko Koga、Yoshinari Okamoto、Masami Otsuka、Mikako Fujita

  DOI：10.1016/j.bmcl.2015.11.036

  日期：2016.1

  BMMP [2-(benzothiazol-2-ylmethylthio)-4-methylpyrimidine], an inhibitor of HIV-1 replication, was linked to biotin to study the interaction with the presumed target, HIV-1 Pr55(Gag) or CA, by means of surface plasmon resonance. The synthesized Biotin-BMMP inhibited HIV-1 replication to a similar extent as BMMP alone, but did not interact with Pr55Gag or CA, suggesting that BMMP exerts its activity by a different mechanism. (C) 2015 Elsevier Ltd. All rights reserved.