1-((4-amino-2-methylpyrimidin-5-yl)methyl)-3-((4-methoxyphenoxy)methyl)urea | 1610785-13-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-((4-amino-2-methylpyrimidin-5-yl)methyl)-3-((4-methoxyphenoxy)methyl)urea
• 英文别名: 1-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-3-[(4-methoxyphenoxy)methyl]urea；1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-3-[(4-methoxyphenoxy)methyl]urea
• CAS: 1610785-13-1
• 化学式: C₁₅H₁₉N₅O₃
• 分子量: 317.348
• InChiKey: UQUVKZLVPPEOJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-azidomethyl-2-methylpyrimidine-4-ylamine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 16.08h， 生成 1-((4-amino-2-methylpyrimidin-5-yl)methyl)-3-((4-methoxyphenoxy)methyl)urea
  参考文献：
  名称：

  Design, synthesis and molecular docking of amide and urea derivatives as Escherichia coli PDHc-E1 inhibitors

  摘要：

  By targeting the ThDP binding site of Escherichia coli PDHc-E1, two new 'open-chain' classes of E. coli PDHc-E1 inhibitors, amide and urea derivatives, were designed, synthesized, and evaluated. The amide derivatives of compound 6d, with 4-NO2 in the benzene ring, showed the most potent inhibition of E. coli PDHc-E1. The urea derivatives displayed more potent inhibitory activity than the corresponding amide derivatives with the same substituent. Molecular docking studies confirmed that the urea derivatives have more potency due to the two hydrogen bonds formed by two NH of urea with Glu522. The docking results also indicate it might help us to design more efficient PDHc-E1 inhibitors that could interact with Glu522. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.04.003

文献信息

• Design, synthesis and molecular docking of amide and urea derivatives as Escherichia coli PDHc-E1 inhibitors
  作者：Jun-Bo He、Yan-Liang Ren、Qiu-Shuang Sun、Ge-Yun You、Li Zhang、Peng Zou、Ling-Ling Feng、Jian Wan、Hong-Wu He

  DOI：10.1016/j.bmc.2014.04.003

  日期：2014.6

  By targeting the ThDP binding site of Escherichia coli PDHc-E1, two new 'open-chain' classes of E. coli PDHc-E1 inhibitors, amide and urea derivatives, were designed, synthesized, and evaluated. The amide derivatives of compound 6d, with 4-NO2 in the benzene ring, showed the most potent inhibition of E. coli PDHc-E1. The urea derivatives displayed more potent inhibitory activity than the corresponding amide derivatives with the same substituent. Molecular docking studies confirmed that the urea derivatives have more potency due to the two hydrogen bonds formed by two NH of urea with Glu522. The docking results also indicate it might help us to design more efficient PDHc-E1 inhibitors that could interact with Glu522. (C) 2014 Elsevier Ltd. All rights reserved.