(+/-)-trans-1-aza-3-(4-hydroxybenzamido)-4-({4-[2-hydroxy-6-(hydroxycarbonyl)benzoyl]-3,5-dihydroxybenzoyl}oxy)bicyclo[3.2.2]nonane

• 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: (+/-)-trans-1-aza-3-(4-hydroxybenzamido)-4-({4-[2-hydroxy-6-(hydroxycarbonyl)benzoyl]-3,5-dihydroxybenzoyl}oxy)bicyclo[3.2.2]nonane
• 英文别名: 4-(2-Carboxy-6-hydroxy-benzoyl)-3,5-dihydroxy-benzoic acid (3R,4R)-3-(4-hydroxy-benzoylamino)-1-aza-bicyclo[3.2.2]non-4-yl ester；2-[2,6-dihydroxy-4-[[(3R,4R)-3-[(4-hydroxybenzoyl)amino]-1-azabicyclo[3.2.2]nonan-4-yl]oxycarbonyl]benzoyl]-3-hydroxybenzoic acid
• 化学式: C₃₀H₂₈N₂O₁₀
• 分子量: 576.56
• InChiKey: MGQDMSJZRRHMFT-NFQMXDRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  194
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  3-奎宁环酮 在 palladium dihydroxide sodium hydroxide 、 丁腈 、 草酰氯 、 乙醇 、 氢气 、 sodium 、 N,N-二甲基甲酰胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 (+/-)-trans-1-aza-3-(4-hydroxybenzamido)-4-({4-[2-hydroxy-6-(hydroxycarbonyl)benzoyl]-3,5-dihydroxybenzoyl}oxy)bicyclo[3.2.2]nonane
  参考文献：
  名称：

  Synthesis and Protein Kinase C Inhibitory Activities of Balanol Analogs with Replacement of the Perhydroazepine Moiety

  摘要：

  Balanol is a potent protein kinase C (PKC) inhibitor that is structurally composed of a benzophenone diacid, a 4-hydroxybenzamide, and a perhydroazepine ring. A number of balanol analogs in which the perhydroazepine moiety is replaced have been synthesized and their biological activities evaluated against both PKC and cAMP-dependent kinase (PKA). The results suggested that the activity and the isozyme/kinase selectivity of these compounds are largely related to the conformation about this nonaromatic structural element of the molecules.

  DOI：

  10.1021/jm960497g