N-[2-acetyl-3-[(2S)-2-tert-butyl-1-[(4-fluorophenyl)methyl]-3-hydroxy-5-oxo-2H-pyrrol-4-yl]-1,1-dioxo-4H-1$l^{6},4-benzothiazin-7-yl]methanesulfonamide | 1193512-26-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: N-[2-acetyl-3-[(2S)-2-tert-butyl-1-[(4-fluorophenyl)methyl]-3-hydroxy-5-oxo-2H-pyrrol-4-yl]-1,1-dioxo-4H-1$l^{6},4-benzothiazin-7-yl]methanesulfonamide
• 英文别名: N-[2-acetyl-3-[(2S)-2-tert-butyl-1-[(4-fluorophenyl)methyl]-3-hydroxy-5-oxo-2H-pyrrol-4-yl]-1,1-dioxo-4H-1λ6,4-benzothiazin-7-yl]methanesulfonamide
• CAS: 1193512-26-3
• 化学式: C₂₆H₂₈FN₃O₇S₂
• 分子量: 577.655
• InChiKey: DDFAVCBHBAQXSK-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  167
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  N-{3-[(S)-5-tert-butyl-1-(4-fluoro-benzyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,4]thiazin-7-yl}-methanesulfonamide 、 乙酸酐 在 吡啶 作用下， 以6%的产率得到N-[2-acetyl-3-[(2S)-2-tert-butyl-1-[(4-fluorophenyl)methyl]-3-hydroxy-5-oxo-2H-pyrrol-4-yl]-1,1-dioxo-4H-1$l^{6},4-benzothiazin-7-yl]methanesulfonamide
  参考文献：
  名称：

  Non-nucleoside inhibitors of HCV polymerase NS5B. Part 3: Synthesis and optimization studies of benzothiazine-substituted tetramic acids

  摘要：

  Benzothiazine-substituted tetramic acids were discovered as highly potent non-nucleoside inhibitors of HCV NS5B polymerase. X-ray crystallography studies confirmed the binding mode of these inhibitors with HCV NS5B polymerase. Rational optimization of time dependent inactivation of CYP 3A4 and clearance was accomplished by incorporation of electron-withdrawing groups to the benzothiazine core. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.023