5-[(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)methylene]-4-oxo-2-thioxo-3-thiazolidinehexanoic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 5-[(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)methylene]-4-oxo-2-thioxo-3-thiazolidinehexanoic acid methyl ester
• 英文别名: methyl 6-[(5Z)-5-[(2,5-dimethyl-1-phenylpyrrol-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate
• 化学式: C₂₃H₂₆N₂O₃S₂
• 分子量: 442.603
• InChiKey: HCQHWQMRXIGULV-HKWRFOASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-(4-氧代-2-三氧噻唑烷-3-基)-己酸 在 potassium carbonate 、 ethylenediamine Tetraacetic Acid 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 1.0h， 生成 5-[(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)methylene]-4-oxo-2-thioxo-3-thiazolidinehexanoic acid methyl ester
  参考文献：
  名称：

  A Novel Class of Inhibitors of Peptide Deformylase Discovered through High-Throughput Screening and Virtual Ligand Screening

  摘要：

  Peptide deformylase (PDF) has been identified as a promising antibacterial and herbicide target. A structurally novel class of inhibitors containing a 2-thioxo-thiazolidin-4-one heterocycle substituted by an arylidene group at the 5-position and a hexanoic acid side chain at the 3-position was discovered independently via high-throughput screening and virtual ligand screening. Data mining and analogue synthesis established a structure-activity relationship for the side chain region that is consistent with the docked structure.

  DOI：

  10.1021/jm049222o

文献信息

• A Novel Class of Inhibitors of Peptide Deformylase Discovered through High-Throughput Screening and Virtual Ligand Screening
  作者：Michael H. Howard、Teodorica Cenizal、Steven Gutteridge、Wayne S. Hanna、Yong Tao、Maxim Totrov、Vernon A. Wittenbach、Ya-jun Zheng

  DOI：10.1021/jm049222o

  日期：2004.12.1

  Peptide deformylase (PDF) has been identified as a promising antibacterial and herbicide target. A structurally novel class of inhibitors containing a 2-thioxo-thiazolidin-4-one heterocycle substituted by an arylidene group at the 5-position and a hexanoic acid side chain at the 3-position was discovered independently via high-throughput screening and virtual ligand screening. Data mining and analogue synthesis established a structure-activity relationship for the side chain region that is consistent with the docked structure.