5'-fluoro-2'-methoxy-5-trifluoromethyl-biphenyl-3-sulfonic acid [2-(3-fluoro-phenyl)-ethyl]-amide

• 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: 5'-fluoro-2'-methoxy-5-trifluoromethyl-biphenyl-3-sulfonic acid [2-(3-fluoro-phenyl)-ethyl]-amide
• 英文别名: 3-(5-fluoro-2-methoxyphenyl)-N-[2-(3-fluorophenyl)ethyl]-5-(trifluoromethyl)benzenesulfonamide
• 化学式: C₂₂H₁₈F₅NO₃S
• 分子量: 471.448
• InChiKey: ABWPBIZPDVEMQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-氟苯乙胺 在 吡啶 、 四(三苯基膦)钯 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 生成 5'-fluoro-2'-methoxy-5-trifluoromethyl-biphenyl-3-sulfonic acid [2-(3-fluoro-phenyl)-ethyl]-amide
  参考文献：
  名称：

  Discovery of new erbB4 inhibitors: Repositioning an orphan chemical library by inverse virtual screening

  摘要：

  Inverse Virtual Screening (IVS) is a docking based approach aimed to the evaluation of the virtual ability of a single compound to interact with a library of proteins. For the first time, we applied this methodology to a library of synthetic compounds, which proved to be inactive towards the target they were initially designed for. Trifluoromethyl-benzenesulfonamides 3-21 were repositioned by means of IVS identifying new lead compounds (14-16, 19 and 20) for the inhibition of erbB4 in the low micromolar range. Among these, compound 20 exhibited an interesting value of IC50 on MCF7 cell lines, thus validating IVS in lead repurposing. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.04.018

文献信息

• Discovery of new erbB4 inhibitors: Repositioning an orphan chemical library by inverse virtual screening
  作者：Assunta Giordano、Giovanni Forte、Luigia Massimo、Raffaele Riccio、Giuseppe Bifulco、Simone Di Micco

  DOI：10.1016/j.ejmech.2018.04.018

  日期：2018.5

  Inverse Virtual Screening (IVS) is a docking based approach aimed to the evaluation of the virtual ability of a single compound to interact with a library of proteins. For the first time, we applied this methodology to a library of synthetic compounds, which proved to be inactive towards the target they were initially designed for. Trifluoromethyl-benzenesulfonamides 3-21 were repositioned by means of IVS identifying new lead compounds (14-16, 19 and 20) for the inhibition of erbB4 in the low micromolar range. Among these, compound 20 exhibited an interesting value of IC50 on MCF7 cell lines, thus validating IVS in lead repurposing. (C) 2018 Elsevier Masson SAS. All rights reserved.