(3-acetylphenyl)methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-acetylphenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate | 179532-68-4

• 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: (3-acetylphenyl)methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-acetylphenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate
• CAS: 179532-68-4
• 化学式: C₃₇H₄₀N₂O₆S
• 分子量: 640.8
• InChiKey: NSVGQOMHAZXAPH-IUKTVIPNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  46
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3-acetylphenyl)methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-acetylphenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate 在 盐酸羟胺 作用下， 以 吡啶 为溶剂， 以100%的产率得到[3-(N-hydroxy-C-methylcarbonimidoyl)phenyl]methyl 5-[(3aS,4S,6aR)-1,3-bis[[3-(N-hydroxy-C-methylcarbonimidoyl)phenyl]methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate
  参考文献：
  名称：

  Synthesis of (+)-biotin derivatives as HIV-1 protease inhibitors

  摘要：

  Several bis-N-alkylated (+)-biotin derivatives were synthesized and evaluated for activities against HIV-1 protease. The most potent inhibitor, 2D, synthesized in two steps from (+)-biotin, has K-i of 0.50 mu M and antiviral IC90 of 7 mu M. The (+)-biotin analogs in general have good translations from enzymatic K-i to antiviral cell assay IC90. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00233-8
• 作为产物：
  描述：

  在 盐酸 作用下， 以 水 为溶剂， 生成 (3-acetylphenyl)methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-acetylphenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate
  参考文献：
  名称：

  Synthesis of (+)-biotin derivatives as HIV-1 protease inhibitors

  摘要：

  Several bis-N-alkylated (+)-biotin derivatives were synthesized and evaluated for activities against HIV-1 protease. The most potent inhibitor, 2D, synthesized in two steps from (+)-biotin, has K-i of 0.50 mu M and antiviral IC90 of 7 mu M. The (+)-biotin analogs in general have good translations from enzymatic K-i to antiviral cell assay IC90. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00233-8

文献信息

• Synthesis of (+)-biotin derivatives as HIV-1 protease inhibitors
  作者：Qi Han、Jennifer Lafontaine、Lee T. Bacheler、Marlene M. Rayner、Ronald M. Klabe、Susan Erickson-Viitanen、Patrick Y.S. Lam

  DOI：10.1016/0960-894x(96)00233-8

  日期：1996.6

  Several bis-N-alkylated (+)-biotin derivatives were synthesized and evaluated for activities against HIV-1 protease. The most potent inhibitor, 2D, synthesized in two steps from (+)-biotin, has K-i of 0.50 mu M and antiviral IC90 of 7 mu M. The (+)-biotin analogs in general have good translations from enzymatic K-i to antiviral cell assay IC90. Copyright (C) 1996 Elsevier Science Ltd