(E)-3-(2-Bromo-thiophen-3-yl)-N-[(S)-1-(5-methyl-4-oxo-4H-thieno[2,3-d][1,3]oxazin-2-yl)-ethyl]-acrylamide

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: (E)-3-(2-Bromo-thiophen-3-yl)-N-[(S)-1-(5-methyl-4-oxo-4H-thieno[2,3-d][1,3]oxazin-2-yl)-ethyl]-acrylamide
• 英文别名: (E)-3-(2-bromothiophen-3-yl)-N-[(1S)-1-(5-methyl-4-oxothieno[2,3-d][1,3]oxazin-2-yl)ethyl]prop-2-enamide
• 化学式: C₁₆H₁₃BrN₂O₃S₂
• 分子量: 425.327
• InChiKey: QEEOIXJVMCZVIR-NWALNABHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(2-bromo-thien-3-yl)-acrylic acid 、 2-((S)-1-Amino-ethyl)-5-methyl-thieno[2,3-d][1,3]oxazin-4-one; compound with trifluoro-acetic acid 在 乙胺嗪 、 N,N-二异丙基乙胺 作用下， 生成 (E)-3-(2-Bromo-thiophen-3-yl)-N-[(S)-1-(5-methyl-4-oxo-4H-thieno[2,3-d][1,3]oxazin-2-yl)-ethyl]-acrylamide
  参考文献：
  名称：

  Inhibition of herpes proteases and antiviral activity of 2-substituted thieno[2,3-d]oxazinones

  摘要：

  Cinnamyl derivatives of thieno[2,3-d]oxazinones are mechanism-based inhibitors of the HSV-2, VZV and CMV herpes proteases which demonstrate nanomolar potency. Compounds 5 and 28 inhibit protease processing in HSV-2 infected cells with a selectivity index of at least 30. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0960-894x(99)00004-9

文献信息

• Inhibition of herpes proteases and antiviral activity of 2-substituted thieno[2,3-d]oxazinones
  作者：Richard L. Jarvest、Ivan L. Pinto、Stephen M. Ashman、Christine E. Dabrowski、Annabellee V. Fernandez、L.John Jennings、Patrick Lavery、David G. Tew

  DOI：10.1016/s0960-894x(99)00004-9

  日期：1999.2

  Cinnamyl derivatives of thieno[2,3-d]oxazinones are mechanism-based inhibitors of the HSV-2, VZV and CMV herpes proteases which demonstrate nanomolar potency. Compounds 5 and 28 inhibit protease processing in HSV-2 infected cells with a selectivity index of at least 30. (C) 1999 Elsevier Science Ltd. Ail rights reserved.