(S)-N-((3-(4-(2-(azetidin-1-ylmethyl)-1H-pyrrol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (S)-N-((3-(4-(2-(azetidin-1-ylmethyl)-1H-pyrrol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide
• 英文别名: N-[[(5S)-3-[4-[2-(azetidin-1-ylmethyl)pyrrol-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]-5-chlorothiophene-2-carboxamide
• 化学式: C₂₃H₂₃ClN₄O₃S
• 分子量: 470.98
• InChiKey: SADWIRKXPDRIEI-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  95
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(1-吡咯基)苯胺 在 1-羟基苯并三唑 、 一水合肼 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.5h， 生成 (S)-N-((3-(4-(2-(azetidin-1-ylmethyl)-1H-pyrrol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide
  参考文献：
  名称：

  Design, synthesis and structure–activity relationship of oxazolidinone derivatives containing novel S4 ligand as FXa inhibitors

  摘要：

  A novel series of potent and efficacious factor Xa inhibitors which possesses pyrrole/indole/thiazole moieties as S4 binding element was identified. Compound 7b showed strong human factor Xa inhibitory activity (IC50 = 2.01 nM) and anticoagulant activities in both human (PTCT2 = 0.15 mu M, APPTCT(2) = 0.30 mu M) and rabbit plasma (PTCT2 = 0.46 mu M, APPTCT(2) = 0.75 mu M). The SARs analyses indicated that the size and water solubility of different alkylamino group at the position of S4 ligand were responsible for the anticoagulant activity. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.04.025

文献信息

• Design, synthesis and structure–activity relationship of oxazolidinone derivatives containing novel S4 ligand as FXa inhibitors
  作者：Yanfang Zhao、Mingyan Jiang、Shunguang Zhou、Shasha Wu、Xiaolong Zhang、Longsheng Ma、Kai Zhang、Ping Gong

  DOI：10.1016/j.ejmech.2015.04.025

  日期：2015.5

  A novel series of potent and efficacious factor Xa inhibitors which possesses pyrrole/indole/thiazole moieties as S4 binding element was identified. Compound 7b showed strong human factor Xa inhibitory activity (IC50 = 2.01 nM) and anticoagulant activities in both human (PTCT2 = 0.15 mu M, APPTCT(2) = 0.30 mu M) and rabbit plasma (PTCT2 = 0.46 mu M, APPTCT(2) = 0.75 mu M). The SARs analyses indicated that the size and water solubility of different alkylamino group at the position of S4 ligand were responsible for the anticoagulant activity. (C) 2015 Elsevier Masson SAS. All rights reserved.