3-[5-[3-ethyl-5-(5-methyl-2-furyl)pyrazol-1-yl]-1-[(6-oxo-1H-pyridin-3-yl)methyl]benzimidazol-2-yl]-4-hydroxy-N,N-dimethyl-benzamide | 1031862-15-3

• 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-oxo-1H-pyridin-3-yl)methyl]benzimidazol-2-yl]-4-hydroxy-N,N-dimethyl-benzamide
• 英文别名: 3-[5-[3-ethyl-5-(5-methylfuran-2-yl)pyrazol-1-yl]-1-[(6-oxo-1H-pyridin-3-yl)methyl]benzimidazol-2-yl]-4-hydroxy-N,N-dimethylbenzamide
• CAS: 1031862-15-3
• 化学式: C₃₂H₃₀N₆O₄
• 分子量: 562.628
• InChiKey: TZRCBBDWUWZJLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氟-3-硝基苯胺 在 盐酸 、 tin 、 potassium peroxymonosulfate 、 氢溴酸 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 溶剂黄146 、 三乙胺 、 tin(ll) chloride 、 sodium nitrite 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-oxo-1H-pyridin-3-yl)methyl]benzimidazol-2-yl]-4-hydroxy-N,N-dimethyl-benzamide
  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

文献信息

• 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
  作者：Martin Tremblay、Pierre Bonneau、Yves Bousquet、Patrick DeRoy、Jianmin Duan、Martin Duplessis、Alexandre Gagnon、Michel Garneau、Nathalie Goudreau、Ingrid Guse、Oliver Hucke、Stephen H. Kawai、Christopher T. Lemke、Stephen W. Mason、Bruno Simoneau、Simon Surprenant、Steve Titolo、Christiane Yoakim

  DOI：10.1016/j.bmcl.2012.10.034

  日期：2012.12

  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.