(R)-11-(4-benzyloxy-2-fluorophenyl)-6-hydroxy-3,3-dimethyl-1,1-dioxo-10-(6-methyl-2-pyridylcarbonyl)-1,2,3,4,5,11-hexahydro-1λ6-thia-5,10-diazadibenzo[a,d]cycloheptene | 1049089-96-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (R)-11-(4-benzyloxy-2-fluorophenyl)-6-hydroxy-3,3-dimethyl-1,1-dioxo-10-(6-methyl-2-pyridylcarbonyl)-1,2,3,4,5,11-hexahydro-1λ6-thia-5,10-diazadibenzo[a,d]cycloheptene
• 英文别名: [(5R)-5-(4-benzyloxy-2-fluoro-phenyl)-10-hydroxy-2,2-dimethyl-4,4-dioxo-1,3,5,11-tetrahydrothiopyrano[2,3-c][1,5]benzodiazepin-6-yl]-(6-methyl-2-pyridyl)methanone；[(5R)-5-(2-fluoro-4-phenylmethoxyphenyl)-10-hydroxy-2,2-dimethyl-4,4-dioxo-1,3,5,11-tetrahydrothiopyrano[2,3-c][1,5]benzodiazepin-6-yl]-(6-methylpyridin-2-yl)methanone
• CAS: 1049089-96-4
• 化学式: C₃₄H₃₂FN₃O₅S
• 分子量: 613.71
• InChiKey: CLEOWFBQYYBWRR-WJOKGBTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  44
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  11-(4-benzyloxy-2-fluorophenyl)-6-hydroxy-3,3-dimethyl-1,1-dioxo-10-(6-methyl-2-pyridylcarbonyl)-1,2,3,4,5,11-hexahydro-1λ6-thia-5,10-diazadibenzo[a,d]cycloheptene 生成 (S)-11-(4-benzyloxy-2-fluorophenyl)-6-hydroxy-3,3-dimethyl-1,1-dioxo-10-(6-methyl-2-pyridylcarbonyl)-1,2,3,4,5,11-hexahydro-1λ6-thia-5,10-diazadibenzo[a,d]cycloheptene 、 (R)-11-(4-benzyloxy-2-fluorophenyl)-6-hydroxy-3,3-dimethyl-1,1-dioxo-10-(6-methyl-2-pyridylcarbonyl)-1,2,3,4,5,11-hexahydro-1λ6-thia-5,10-diazadibenzo[a,d]cycloheptene
  参考文献：
  名称：

  WO2008/99020

  摘要：

  公开号：

文献信息

• WO2008/99020
  申请人：——

  公开号：——

  公开（公告）日：——
• Structure-Based Design of a Benzodiazepine Scaffold Yields a Potent Allosteric Inhibitor of Hepatitis C NS5B RNA Polymerase
  作者：Koen Vandyck、Maxwell D. Cummings、Origène Nyanguile、Carlo W. Boutton、Sandrine Vendeville、David McGowan、Benoit Devogelaere、Katie Amssoms、Stefaan Last、Klara Rombauts、Abdellah Tahri、Pedro Lory、Lili Hu、Derek A. Beauchamp、Kenny Simmen、Pierre Raboisson

  DOI：10.1021/jm9005548

  日期：2009.7.23

  HCV NS5B polymerase, an essential and virus-specific enzyme, is an important target for drug discovery. Using structure-based design, we optimized a 1,5-benzodiazepine NS5B polymerase inhibitor chemotype into a new sulfone-containing scaffold. The design yielded potent inhibitor (S)-4c (K(D) = 0.79 nM), which has approximately 20-fold greater affinity for NS5B than its carbonyl analogue (R)-2c.