6'-(1-(2,4-dimethylphenyl)vinyl)spiro[bicyclo[2.2.1]heptane-2,3'-[1,2,4]trioxane] | 1240592-90-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 6'-(1-(2,4-dimethylphenyl)vinyl)spiro[bicyclo[2.2.1]heptane-2,3'-[1,2,4]trioxane]
• CAS: 1240592-90-8
• 化学式: C₁₉H₂₄O₃
• 分子量: 300.398
• InChiKey: LTPHKTXWQQNGLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-(2,4-dimethylphenyl)but-2-en-1-ol 在 盐酸 、 水 、 氧气 、 亚甲兰 作用下， 以 乙腈 为溶剂， 生成 6'-(1-(2,4-dimethylphenyl)vinyl)spiro[bicyclo[2.2.1]heptane-2,3'-[1,2,4]trioxane]
  参考文献：
  名称：

  Pharmacophore Modeling of Substituted 1,2,4-Trioxanes for Quantitative Prediction of their Antimalarial Activity

  摘要：

  A pharmacophore model has been developed for determining the essential structural requirements for antimalarial activity from the eight series of substituted 1,2,4-trioxanes. The best pharmacophore model possessing two aliphatic hydrophobic, one aromatic hydrophobic, one hydrogen-bond (H-bond) acceptor, and one H-bond acceptor (lipid) feature for antimalarial activity showed an excellent correlation coefficient for the training (r(training)(2) = 0.85) and a fair correlation coefficient for the test set (r(test)(2) = 0.51) molecules. The model predicts well to other known substituted 1,2,4-trioxanes including those which either are drugs or are undergoing clinical trials. In order to further validate this model, five substituted 1,2,4-trioxanes were synthesized from the generated focused library and screened for antimalarial activity. The observed activity of these molecules was consistent with the pharmacophore model, suggesting that the model may be useful in the design of potent antimalarial agents.

  DOI：

  10.1021/ci100180e