3-(1,1-dioxo-4H-1lambda6,4-benzothiazin-3-yl)-1-(3-methylbutyl)quinolin-2-one | 1174893-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(1,1-dioxo-4H-1lambda6,4-benzothiazin-3-yl)-1-(3-methylbutyl)quinolin-2-one
• 英文别名: 3-(1,1-dioxo-4H-1λ6,4-benzothiazin-3-yl)-1-(3-methylbutyl)quinolin-2-one
• CAS: 1174893-87-8
• 化学式: C₂₂H₂₂N₂O₃S
• 分子量: 394.494
• InChiKey: KUFLVOILFCALKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  、 以 四氢呋喃 为溶剂， 以15%的产率得到3-(1,1-dioxo-4H-1lambda6,4-benzothiazin-3-yl)-1-(3-methylbutyl)quinolin-2-one
  参考文献：
  名称：

  Non-nucleoside inhibitors of HCV NS5B polymerase. Part 1: Synthetic and computational exploration of the binding modes of benzothiadiazine and 1,4-benzothiazine HCV NS5b polymerase inhibitors

  摘要：

  The importance of internal hydrogen bonding in a series of benzothiadiazine and 1,4-benzothiazine NS5b inhibitors has been explored. Computational analysis has been used to compare the protonated vs. anionic forms of each series and we demonstrate that activity against HCV NS5b polymerase is best explained using the anionic forms. The syntheses and structure-activity relationships for a variety of new analogs are also discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.119

文献信息

• Non-nucleoside inhibitors of HCV NS5B polymerase. Part 1: Synthetic and computational exploration of the binding modes of benzothiadiazine and 1,4-benzothiazine HCV NS5b polymerase inhibitors
  作者：Robert T. Hendricks、Jay B. Fell、James F. Blake、John P. Fischer、John E. Robinson、Stacey R. Spencer、Peter J. Stengel、April L. Bernacki、Vincent J.P. Leveque、Sophie Le Pogam、Sonal Rajyaguru、Isabel Najera、John A. Josey、Jason R. Harris、Steven Swallow

  DOI：10.1016/j.bmcl.2009.04.119

  日期：2009.7

  The importance of internal hydrogen bonding in a series of benzothiadiazine and 1,4-benzothiazine NS5b inhibitors has been explored. Computational analysis has been used to compare the protonated vs. anionic forms of each series and we demonstrate that activity against HCV NS5b polymerase is best explained using the anionic forms. The syntheses and structure-activity relationships for a variety of new analogs are also discussed. (C) 2009 Elsevier Ltd. All rights reserved.