3-amino-N-[2-[4-[(2-aminophenyl)carbamoyl]phenyl]-2-oxoethyl]benzamide | 1330128-42-1

• 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: 3-amino-N-[2-[4-[(2-aminophenyl)carbamoyl]phenyl]-2-oxoethyl]benzamide
• CAS: 1330128-42-1
• 化学式: C₂₂H₂₀N₄O₃
• 分子量: 388.426
• InChiKey: OSMGZEKVQDDLOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  127
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-乙酰基苯甲酸 在 吡啶 、 盐酸 、 水 、 溴 、 铁粉 、 potassium carbonate 、 溶剂黄146 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 生成 3-amino-N-[2-[4-[(2-aminophenyl)carbamoyl]phenyl]-2-oxoethyl]benzamide
  参考文献：
  名称：

  Design, synthesis and docking studies on benzamide derivatives as histone deacetylase inhibitors

  摘要：

  A series of benzamide derivatives including two scaffolds were designed and synthesized as potential histone deacetylase inhibitors. Most of synthesized compounds showed moderate enzymatic potency at the same order of magnitude, and compound 12b possessed better potency to the positive control (3.8 mu M vs 13.0 mu M). It also showed a 50-fold increase in vitro anticancer activity against DU-145 cell-lines. Molecular docking studies were carried out and used to explain the structure-activity relationships observed in vitro. Then we found that the cavity surrounded by ASP104, HIS33, PRO34 and PHE155 may be crucial for the inhibitors' activity. The docking results provide some useful information for future design of more potent inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.001

文献信息

• Design, synthesis and docking studies on benzamide derivatives as histone deacetylase inhibitors
  作者：Aijun Lu、Hongpeng Luo、Minfeng Shi、Gang Wu、Yunxia Yuan、Jian Liu、Feng Tang

  DOI：10.1016/j.bmcl.2011.06.001

  日期：2011.8

  A series of benzamide derivatives including two scaffolds were designed and synthesized as potential histone deacetylase inhibitors. Most of synthesized compounds showed moderate enzymatic potency at the same order of magnitude, and compound 12b possessed better potency to the positive control (3.8 mu M vs 13.0 mu M). It also showed a 50-fold increase in vitro anticancer activity against DU-145 cell-lines. Molecular docking studies were carried out and used to explain the structure-activity relationships observed in vitro. Then we found that the cavity surrounded by ASP104, HIS33, PRO34 and PHE155 may be crucial for the inhibitors' activity. The docking results provide some useful information for future design of more potent inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.