2-<<<5-<5-<2,6-dichloro-4-(4,5-dihydro-2-oxazolyl)phenoxy>pentyl>-3-isoxazolyl>methoxy>methoxy>ethanol | 107355-90-8

• 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: 2-<<<5-<5-<2,6-dichloro-4-(4,5-dihydro-2-oxazolyl)phenoxy>pentyl>-3-isoxazolyl>methoxy>methoxy>ethanol
• 英文别名: 5-(5-(2,6-dichloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)pentyl)-3-(2-hydroxyethyloxymethyleneoxymethyl)isoxazole；5-(5-(2,6-Dichloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)pentyl)-3-(hydroxyethyl oxymethyleneoxymethyl) isoxazole；2-[[5-[5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl]-1,2-oxazol-3-yl]methoxymethoxy]ethanol
• CAS: 107355-90-8
• 化学式: C₂₁H₂₆Cl₂N₂O₆
• 分子量: 473.353
• InChiKey: JLSNWEWWUSOSMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  95.5
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-羟甲基-5-甲基异恶唑 在 氢氧化钾 、 lithium hydroxide 、 正丁基锂 、 sodium hydride 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 108.25h， 生成 2-<<<5-<5-<2,6-dichloro-4-(4,5-dihydro-2-oxazolyl)phenoxy>pentyl>-3-isoxazolyl>methoxy>methoxy>ethanol
  参考文献：
  名称：

  A model for compounds active against human rhinovirus-14 based on x-ray crystallography data

  摘要：

  A number of (oxazolinylphenyl)isoxazoles have been synthesized and tested against human rhinovirus-14 (HRV-14). Several of the more active compounds have been examined by X-ray crystallography and their orientation in the compound binding site on the capsid protein of HRV-14 has been determined. Based on the minimum inhibitory concentration against HRV-14 and the X-ray conformation of the compounds, a model has been developed which distinguishes between the space-filling properties of the active and inactive compounds in this series. The model was generated by overlaying composite structures and comparing the van der Waals generated volume maps. The results of this study indicate that inactive compounds display areas of excessive bulk particularly around the phenyl ring, while the active compounds occupy space below the pore area of the compound binding site.

  DOI：

  10.1021/jm00167a006

文献信息

• A model for compounds active against human rhinovirus-14 based on x-ray crystallography data
  作者：Guy D. Diana、Adi M. Treasurywala、Thomas R. Bailey、Richard C. Oglesby、Daniel C. Pevear、Frank J. Dutko

  DOI：10.1021/jm00167a006

  日期：1990.5

  A number of (oxazolinylphenyl)isoxazoles have been synthesized and tested against human rhinovirus-14 (HRV-14). Several of the more active compounds have been examined by X-ray crystallography and their orientation in the compound binding site on the capsid protein of HRV-14 has been determined. Based on the minimum inhibitory concentration against HRV-14 and the X-ray conformation of the compounds, a model has been developed which distinguishes between the space-filling properties of the active and inactive compounds in this series. The model was generated by overlaying composite structures and comparing the van der Waals generated volume maps. The results of this study indicate that inactive compounds display areas of excessive bulk particularly around the phenyl ring, while the active compounds occupy space below the pore area of the compound binding site.