methyl (S)-3-(N-(2-((tert-butoxycarbonyl)amino)-2-(4-fluorophenyl)acetyl)sulfamoyl)benzoate | 936352-72-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (S)-3-(N-(2-((tert-butoxycarbonyl)amino)-2-(4-fluorophenyl)acetyl)sulfamoyl)benzoate
• CAS: 936352-72-6
• 化学式: C₂₁H₂₃FN₂O₇S
• 分子量: 466.487
• InChiKey: SMXJVSKOEQQAGU-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  127.87
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl (S)-3-(N-(2-((tert-butoxycarbonyl)amino)-2-(4-fluorophenyl)acetyl)sulfamoyl)benzoate 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 14.17h， 生成 methyl 3-[[(2S)-2-[[(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]amino]-2-(4-fluorophenyl)acetyl]sulfamoyl]benzoate
  参考文献：
  名称：

  Thiazolone-acylsulfonamides as novel HCV NS5B polymerase allosteric inhibitors: Convergence of structure-based drug design and X-ray crystallographic study

  摘要：

  A novel series of thiazolone-acylsulfonamides were designed as HCV NS5B polymerase allosteric inhibitors. The structure based drug designs (SBDD) were guided by docking results that revealed the potential to explore an additional pocket in the allosteric site. In particular, the designed molecules contain moieties of previously described thiazolone and a newly designed acylsulfonamide linker that is in turn connected with a substituted aromatic ring. The selected compounds were synthesized and demonstrated low mu M activity. The X-ray complex structure was determined at a 2.2 angstrom resolution and converged with the SBDD principle. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.024
• 作为产物：
  描述：

  L-4-氟苯甘氨酸 在 4-二甲氨基吡啶 、 sodium hydroxide 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 62.0h， 生成 methyl (S)-3-(N-(2-((tert-butoxycarbonyl)amino)-2-(4-fluorophenyl)acetyl)sulfamoyl)benzoate
  参考文献：
  名称：

  Thiazolone-acylsulfonamides as novel HCV NS5B polymerase allosteric inhibitors: Convergence of structure-based drug design and X-ray crystallographic study

  摘要：

  A novel series of thiazolone-acylsulfonamides were designed as HCV NS5B polymerase allosteric inhibitors. The structure based drug designs (SBDD) were guided by docking results that revealed the potential to explore an additional pocket in the allosteric site. In particular, the designed molecules contain moieties of previously described thiazolone and a newly designed acylsulfonamide linker that is in turn connected with a substituted aromatic ring. The selected compounds were synthesized and demonstrated low mu M activity. The X-ray complex structure was determined at a 2.2 angstrom resolution and converged with the SBDD principle. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.024