7-(4-methylphenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-thione | 1146290-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 7-(4-methylphenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-thione
• 英文别名: 7-(4-methylphenyl)-5-phenyl-1H-pyrrolo[2,3-d]pyrimidine-4-thione
• CAS: 1146290-61-0
• 化学式: C₁₉H₁₅N₃S
• 分子量: 317.414
• InChiKey: DHRWSADHMMDCAL-UHFFFAOYSA-N

物化性质

• 熔点：
  189-191 °C
• 沸点：
  536.4±60.0 °C(predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  33.61
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  7-(4-甲基苯基)-5-苯基-7H-吡咯并[2,3-D]嘧啶-4-醇 在 硫脲 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 7-(4-methylphenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-thione
  参考文献：
  名称：

  Synthesis and kinetic testing of new inhibitors for a metallo-β-lactamase from Klebsiella pneumonia and Pseudomonas aeruginosa

  摘要：

  There are currently no clinically useful inhibitors against metallo-beta-lactamases (MBLs), enzymes that confer resistance against a broad spectrum of commonly used antibiotics and that are produced by an increasing number of bacterial pathogens. New pyrrole derivatives were synthesized and assayed for their inhibitory effect on the catalytic activity of the IMP-1 MBL from Pseudomonas aeruginosa and Klebsiella pneumoniae. Six compounds tested (3a-3c, 5, 7 and 8) show micromolar inhibition constants (K-i values range from similar to 10 to 30 mu M). In silico docking was employed to investigate the binding mode of the strongest inhibitor, 3b, in the active site of IMP-1. Implications for further improvements of binding efficiency and specificity are discussed. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.10.030

文献信息

• Synthesis and kinetic testing of new inhibitors for a metallo-β-lactamase from Klebsiella pneumonia and Pseudomonas aeruginosa
  作者：Mosaad S. Mohamed、Waleed M. Hussein、Ross P. McGeary、Peter Vella、Gerhard Schenk、Rania H. Abd El-hameed

  DOI：10.1016/j.ejmech.2011.10.030

  日期：2011.12

  There are currently no clinically useful inhibitors against metallo-beta-lactamases (MBLs), enzymes that confer resistance against a broad spectrum of commonly used antibiotics and that are produced by an increasing number of bacterial pathogens. New pyrrole derivatives were synthesized and assayed for their inhibitory effect on the catalytic activity of the IMP-1 MBL from Pseudomonas aeruginosa and Klebsiella pneumoniae. Six compounds tested (3a-3c, 5, 7 and 8) show micromolar inhibition constants (K-i values range from similar to 10 to 30 mu M). In silico docking was employed to investigate the binding mode of the strongest inhibitor, 3b, in the active site of IMP-1. Implications for further improvements of binding efficiency and specificity are discussed. (C) 2011 Elsevier Masson SAS. All rights reserved.