1-(3-Dimethylamino-propyl)-4-[(isoquinoline-3-carbonyl)-amino]-1H-pyrrole-2-carboxylic acid | 682749-63-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-(3-Dimethylamino-propyl)-4-[(isoquinoline-3-carbonyl)-amino]-1H-pyrrole-2-carboxylic acid
• CAS: 682749-63-9
• 化学式: C₂₀H₂₂N₄O₃
• 分子量: 366.42
• InChiKey: SQLJRLAOCINMLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.46
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(3-Dimethylamino-propyl)-4-[(isoquinoline-3-carbonyl)-amino]-1H-pyrrole-2-carboxylic acid 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 N-[5-[[5-(1H-benzimidazol-2-yl)-1-methylpyrrol-3-yl]carbamoyl]-1-[3-(dimethylamino)propyl]pyrrol-3-yl]isoquinoline-3-carboxamide
  参考文献：
  名称：

  DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives

  摘要：

  The synthesis and in vitro potency of DNA minor-groove binding antibacterials lacking the C-terminal amide bond are described. The crescent shaped molecules bear the positively charged amino group at an internal pyrrole unit instead of the C-terminus. Three structural parameters were investigated: the N-terminal unit, the internal amino group, and the C-terminal ring system. Several compounds demonstrated good in vitro potency against various Gram-positive bacteria and some molecules were moderately active against Escherichia coli, a representative Gram-negative strain. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.043
• 作为产物：
  描述：

  1-(3-Dimethylamino-propyl)-4-[(isoquinoline-3-carbonyl)-amino]-1H-pyrrole-2-carboxylic acid ethyl ester 生成 1-(3-Dimethylamino-propyl)-4-[(isoquinoline-3-carbonyl)-amino]-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives

  摘要：

  The synthesis and in vitro potency of DNA minor-groove binding antibacterials lacking the C-terminal amide bond are described. The crescent shaped molecules bear the positively charged amino group at an internal pyrrole unit instead of the C-terminus. Three structural parameters were investigated: the N-terminal unit, the internal amino group, and the C-terminal ring system. Several compounds demonstrated good in vitro potency against various Gram-positive bacteria and some molecules were moderately active against Escherichia coli, a representative Gram-negative strain. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.043