N-(6-oxo-5,6-dihydrophenanthridin-2-yl)naphthalene-2-sulfonamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(6-oxo-5,6-dihydrophenanthridin-2-yl)naphthalene-2-sulfonamide
• 英文别名: N-(6-oxo-5H-phenanthridin-2-yl)naphthalene-2-sulfonamide
• 化学式: C₂₃H₁₆N₂O₃S
• 分子量: 400.458
• InChiKey: AHDIDBJAIJEMNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6(5H)-菲啶酮 在 吡啶 、 palladium on activated charcoal 、 氢气 、 硝酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 N-(6-oxo-5,6-dihydrophenanthridin-2-yl)naphthalene-2-sulfonamide
  参考文献：
  名称：

  Novel phenanthridin-6(5H)-one derivatives as potent and selective BET bromodomain inhibitors: Rational design, synthesis and biological evaluation

  摘要：

  Inhibition of BET family of bromodomain is an appealing intervention strategy for several cancers and inflammatory diseases. This article highlights our work toward the identification of potent, selective, and efficacious BET inhibitors using a structure-based approach focused on improving potency. Our medicinal chemistry efforts led to the identification of compound 24, a novel phenanthridin-6(5H)-one derivative, as a potent (IC50 = 0.24 mu M) and selective BET inhibitor with excellent cancer cell lines inhibitory activities and favorable oral pharmacokinetic properties. (C) 2019 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2019.06.067

文献信息

• Novel phenanthridin-6(5H)-one derivatives as potent and selective BET bromodomain inhibitors: Rational design, synthesis and biological evaluation
  作者：Yanle Zhi、Shu Wang、Wenhai Huang、Shenxin Zeng、Meihao Liang、Chixiao Zhang、Zhen Ma、Zunyuan Wang、Zhimin Zhang、Zhengrong Shen

  DOI：10.1016/j.ejmech.2019.06.067

  日期：2019.10

  Inhibition of BET family of bromodomain is an appealing intervention strategy for several cancers and inflammatory diseases. This article highlights our work toward the identification of potent, selective, and efficacious BET inhibitors using a structure-based approach focused on improving potency. Our medicinal chemistry efforts led to the identification of compound 24, a novel phenanthridin-6(5H)-one derivative, as a potent (IC50 = 0.24 mu M) and selective BET inhibitor with excellent cancer cell lines inhibitory activities and favorable oral pharmacokinetic properties. (C) 2019 Elsevier Masson SAS. All rights reserved.