C-[3-(3,4-二甲氧基-苯基)-[1,2,4]噁二唑-5-基]-甲胺 | 878977-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: C-[3-(3,4-二甲氧基-苯基)-[1,2,4]噁二唑-5-基]-甲胺
• 英文名称: 1-[3-(3,4-Dimethoxyphenyl)-1,2,4-oxadiazol-5-yl]methanamine
• 英文别名: [3-(3,4-dimethoxyphenyl)-1,2,4-oxadiazol-5-yl]methanamine
• CAS: 878977-92-5
• 化学式: C₁₁H₁₃N₃O₃
• mdl: MFCD06738198
• 分子量: 235.243
• InChiKey: ZNWHCVDHCJLIFE-UHFFFAOYSA-N

物化性质

• 沸点：
  390.7±52.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  甲醇 、 苯乙酸 、 C-[3-(3,4-二甲氧基-苯基)-[1,2,4]噁二唑-5-基]-甲胺 、 溴乙酸 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Lipophilic Permeability Efficiency Reconciles the Opposing Roles of Lipophilicity in Membrane Permeability and Aqueous Solubility

  摘要：

  As drug discovery moves increasingly toward previously "undruggable" targets such as protein-protein interactions, lead compounds are becoming larger and more lipophilic. Although increasing lipophilicity can improve membrane permeability, it can also incur serious liabilities, including poor water solubility, increased toxicity, and faster metabolic clearance. Here we introduce a new efficiency metric, especially relevant to "beyond rule of 5" molecules, that captures, in a simple, unitless value, these opposing effects of lipophilicity on molecular properties. Lipophilic permeability efficiency (LPE) is defined as log D-dec/w(7.4) - m(lipo)cLogP + b(scaffold), where log D-dec/w(7.4) is the experimental decadiene-water distribution coefficient (pH 7.4), cLogP is the calculated octanol-water partition coefficient, and m(lipo) and b(scaffold) are scaling factors to standardize LPE values across different cLogP metrics and scaffolds. Using a variety of peptidic and nonpeptidic macrocycle drugs, we show that LPE provides a functional assessment of the efficiency with which a compound achieves passive membrane permeability at a given lipophilicity.

  DOI：

  10.1021/acs.jmedchem.8b01259