5-[5-(4-chlorophenyl)furan-2-ylmethylene]-2-imino-1-methyl-imidazolidin-4-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-[5-(4-chlorophenyl)furan-2-ylmethylene]-2-imino-1-methyl-imidazolidin-4-one
• 英文别名: BI-11C5；2-Amino-5-[[5-(4-chlorophenyl)furan-2-yl]methylidene]-1-methylimidazol-4-one；2-amino-5-[[5-(4-chlorophenyl)furan-2-yl]methylidene]-1-methylimidazol-4-one
• 化学式: C₁₅H₁₂ClN₃O₂
• 分子量: 301.732
• InChiKey: VLMWVSSEOQKRQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  肌酸酐 、 5-(4-氯苯基)-2-呋喃甲醛 反应 0.02h， 以20%的产率得到5-[5-(4-chlorophenyl)furan-2-ylmethylene]-2-imino-1-methyl-imidazolidin-4-one
  参考文献：
  名称：

  Anthrax Lethal Factor Protease Inhibitors:  Synthesis, SAR, and Structure-Based 3D QSAR Studies

  摘要：

  We have recently identified a series of compounds that efficiently inhibit anthrax lethal factor (LF) metallo-protease. Here we present further structure-activity relationship and CoMFA (comparative molecular field analysis) studies on newly derived inhibitors. The obtained 3D QSAR model was subsequently compared with the X-ray structure of the complex between LF and a representative compound. Our studies form the basis for the rational design of additional compounds with improved activity and selectivity.

  DOI：

  10.1021/jm050892j