(S)-2-(5-chlorothiophen-2-yl)-N-(1-(4-(2-((dimethylamino)methyl)-1H-imidazol-1-yl)-2-fluorophenyl)-2-oxopyrrolidin-3-yl)ethenesulfonamide | 553651-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-2-(5-chlorothiophen-2-yl)-N-(1-(4-(2-((dimethylamino)methyl)-1H-imidazol-1-yl)-2-fluorophenyl)-2-oxopyrrolidin-3-yl)ethenesulfonamide
• 英文别名: (E)-2-(5-chlorothiophen-2-yl)-N-[(3S)-1-[4-[2-[(dimethylamino)methyl]imidazol-1-yl]-2-fluorophenyl]-2-oxopyrrolidin-3-yl]ethenesulfonamide
• CAS: 553651-27-7
• 化学式: C₂₂H₂₃ClFN₅O₃S₂
• 分子量: 524.04
• InChiKey: KJUQWLSBEXCOOD-HCWHUNCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (3S)-3-amino-1-[4-[2-[(dimethylamino)methyl]imidazol-1-yl]-2-fluorophenyl]pyrrolidin-2-one 、 2-(5-chloro-thiophen-2-yl)-ethenesulfonyl chloride 在 吡啶 作用下， 以 乙腈 为溶剂， 生成 (E)-2-(5-chlorothiophen-2-yl)-N-[(3R)-1-[4-[2-[(dimethylamino)methyl]imidazol-1-yl]-2-fluorophenyl]-2-oxopyrrolidin-3-yl]ethenesulfonamide 、 (S)-2-(5-chlorothiophen-2-yl)-N-(1-(4-(2-((dimethylamino)methyl)-1H-imidazol-1-yl)-2-fluorophenyl)-2-oxopyrrolidin-3-yl)ethenesulfonamide
  参考文献：
  名称：

  Structure and property based design of factor Xa inhibitors: Biaryl pyrrolidin-2-ones incorporating basic heterocyclic motifs

  摘要：

  Structure and property based drug design was exploited in the synthesis of sulfonamidopyrrolidin-2-one-based factor Xa (fXa) inhibitors, incorporating basic biaryl P4 groups, producing highly potent inhibitors with significant anticoagulant activities and encouraging oral pharmacokinetic profiles.

  DOI：

  10.1016/j.bmcl.2007.11.019

文献信息

• Structure and property based design of factor Xa inhibitors: Biaryl pyrrolidin-2-ones incorporating basic heterocyclic motifs
  作者：Robert J. Young、Alan D. Borthwick、David Brown、Cynthia L. Burns-Kurtis、Matthew Campbell、Chuen Chan、Marie Charbaut、Máire A. Convery、Hawa Diallo、Eric Hortense、Wendy R. Irving、Henry A. Kelly、N. Paul King、Savvas Kleanthous、Andrew M. Mason、Anthony J. Pateman、Angela N. Patikis、Ivan L. Pinto、Derek R. Pollard、Stefan Senger、Gita P. Shah、John R. Toomey、Nigel S. Watson、Helen E. Weston、Ping Zhou

  DOI：10.1016/j.bmcl.2007.11.019

  日期：2008.1

  Structure and property based drug design was exploited in the synthesis of sulfonamidopyrrolidin-2-one-based factor Xa (fXa) inhibitors, incorporating basic biaryl P4 groups, producing highly potent inhibitors with significant anticoagulant activities and encouraging oral pharmacokinetic profiles.