N4-(7-(3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)-N10-(7-(3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)-6,7-dihydrodibenzo[b,d]oxepine-4,10-dicarboxamide | 1332637-28-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: N4-(7-(3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)-N10-(7-(3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)-6,7-dihydrodibenzo[b,d]oxepine-4,10-dicarboxamide
• 英文别名: 4-N,10-N-bis[7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methoxy-6,6-dimethyloxan-2-yl]oxy-8-methyl-2-oxochromen-3-yl]-6,7-dihydrobenzo[d][1]benzoxepine-4,10-dicarboxamide
• CAS: 1332637-28-1
• 化学式: C₅₂H₅₄N₂O₁₇
• 分子量: 979.004
• InChiKey: BLFGSGFBHCITFP-WTQJJYGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  71
• 可旋转键数：
  10
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  256
• 氢给体数：
  6
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  dimethyl 2-hydroxy-6'-(2-(tosyloxy)ethyl)biphenyl-3,3'-dicarboxylate 在 吡啶 、 甲醇 、 氯化亚砜 、 水 、 potassium carbonate 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.25h， 生成 N4-(7-(3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)-N10-(7-(3,4-dihydroxy-5-methoxy-6,6-dimethyltetrahydro-2H-pyran-2-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl)-6,7-dihydrodibenzo[b,d]oxepine-4,10-dicarboxamide
  参考文献：
  名称：

  Targeting the Heat Shock Protein 90 Dimer with Dimeric Inhibitors

  摘要：

  The design, synthesis, and biological evaluation of conformationally constrained coumermycin Al analogues are reported. Compounds were evaluated against both breast cancer (SKBr3 and MCF7) and prostate cancer (PC3 mm2, A549, and HT29) cell lines. Non-noviosylated coumermycin Al analogues that manifest potent antiproliferative activity resulting from Hsp90 inhibition are provided, wherein replacement of the stereochemically complex noviose sugar with readily available piperidine rings resulted in similar to 100 fold increase in antiproliferative activities as compared to coumermycin Al, producing small molecule Hsp90 inhibitors that exhibit nanomolar activities.

  DOI：

  10.1021/jm200553w