3-[5-[3-Ethyl-5-(5-methyl-2-furyl)pyrazol-1-yl]-1-[(6-methoxy-3-pyridyl)methyl]benzimidazol-2-yl]-4-hydroxy-benzoic acid | 1031861-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3-[5-[3-Ethyl-5-(5-methyl-2-furyl)pyrazol-1-yl]-1-[(6-methoxy-3-pyridyl)methyl]benzimidazol-2-yl]-4-hydroxy-benzoic acid
• 英文别名: 3-[5-[3-ethyl-5-(5-methylfuran-2-yl)pyrazol-1-yl]-1-[(6-methoxypyridin-3-yl)methyl]benzimidazol-2-yl]-4-hydroxybenzoic acid
• CAS: 1031861-43-4
• 化学式: C₃₁H₂₇N₅O₅
• 分子量: 549.586
• InChiKey: XDIOBHRTGUKXFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-[5-[3-Ethyl-5-(5-methyl-2-furyl)pyrazol-1-yl]-1-[(6-methoxy-3-pyridyl)methyl]benzimidazol-2-yl]-4-hydroxy-benzoic acid 在 氢溴酸 、 溶剂黄146 作用下， 生成 3-{5-[3-Ethyl-5-(5-Methylfuran-2-Yl)-1h-Pyrazol-1-Yl]-1-[(6-Oxo-1,6-Dihydropyridin-3-Yl)methyl]-1h-Benzimidazol-2-Yl}-4-Hydroxybenzoic Acid
  参考文献：
  名称：

  Inhibition of HIV-1 capsid assembly: Optimization of the antiviral potency by site selective modifications at N1, C2 and C16 of a 5-(5-furan-2-yl-pyrazol-1-yl)-1H-benzimidazole scaffold

  摘要：

  A uHTS campaign led to the discovery of a 5-(5-furan-2-ylpyrazol-1-yl)-1H-benzimidazole series that inhibits assembly of HIV-1 capsid. Synthetic manipulations at N1, C2 and C16 positions improved the antiviral potency by a factor of 1000. The X-ray structure of 33 complexed with the capsid N-terminal domain allowed identification of major interactions between the inhibitor and the protein. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.034
• 作为产物：
  描述：

  在 盐酸 、 tin 、 potassium peroxymonosulfate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-[5-[3-Ethyl-5-(5-methyl-2-furyl)pyrazol-1-yl]-1-[(6-methoxy-3-pyridyl)methyl]benzimidazol-2-yl]-4-hydroxy-benzoic acid
  参考文献：
  名称：

  Inhibition of HIV-1 capsid assembly: Optimization of the antiviral potency by site selective modifications at N1, C2 and C16 of a 5-(5-furan-2-yl-pyrazol-1-yl)-1H-benzimidazole scaffold

  摘要：

  A uHTS campaign led to the discovery of a 5-(5-furan-2-ylpyrazol-1-yl)-1H-benzimidazole series that inhibits assembly of HIV-1 capsid. Synthetic manipulations at N1, C2 and C16 positions improved the antiviral potency by a factor of 1000. The X-ray structure of 33 complexed with the capsid N-terminal domain allowed identification of major interactions between the inhibitor and the protein. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.034