tert-butyl N-[amino-[4-[phenyl-(3-phenyl-1,2,4-oxadiazol-5-yl)methoxy]-1-benzothiophen-2-yl]methylidene]carbamate | 1209492-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl N-[amino-[4-[phenyl-(3-phenyl-1,2,4-oxadiazol-5-yl)methoxy]-1-benzothiophen-2-yl]methylidene]carbamate
• CAS: 1209492-94-3
• 化学式: C₂₉H₂₆N₄O₄S
• 分子量: 526.616
• InChiKey: SYTYMJUKDUORJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  141
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[amino-[4-[phenyl-(3-phenyl-1,2,4-oxadiazol-5-yl)methoxy]-1-benzothiophen-2-yl]methylidene]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到4-[phenyl(3-phenyl[1,2,4]oxadiazol-5-yl)methoxy]benzo[b]thiophene-2-carboxamidine
  参考文献：
  名称：

  Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors

  摘要：

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.

  DOI：

  10.1021/jm901476x
• 作为产物：
  描述：

  (E)-叔丁基(氨基(4-羟基苯并[B]噻吩-2-基)亚甲基)氨基甲酸酯 、 phenyl(3-phenyl-1,2,4-oxadiazol-5-yl)methanol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以15%的产率得到tert-butyl N-[amino-[4-[phenyl-(3-phenyl-1,2,4-oxadiazol-5-yl)methoxy]-1-benzothiophen-2-yl]methylidene]carbamate
  参考文献：
  名称：

  Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors

  摘要：

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.

  DOI：

  10.1021/jm901476x

文献信息

• Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors
  作者：Shouming Wang、Richard Beck、Andrew Burd、Toby Blench、Frederic Marlin、Tenagne Ayele、Stuart Buxton、Claudio Dagostin、Maja Malic、Rina Joshi、John Barry、Mohammed Sajad、Chiming Cheung、Shaheda Shaikh、Suresh Chahwala、Chaman Chander、Christine Baumgartner、Hans-Peter Holthoff、Elizabeth Murray、Michael Blackney、Amanda Giddings

  DOI：10.1021/jm901476x

  日期：2010.2.25

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.