methyl 3-iodo-5-((4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenylamino)-methyl)benzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 3-iodo-5-((4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenylamino)-methyl)benzoate
• 英文别名: Methyl 3-iodo-5-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl]anilino]methyl]benzoate；methyl 3-iodo-5-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl]anilino]methyl]benzoate
• 化学式: C₁₈H₁₇IN₄O₄S₂
• 分子量: 544.394
• InChiKey: FIXBIMGUDDIXEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 3-iodo-5-((4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenylamino)-methyl)benzoate 、 3.4-(亚甲基二氧基)苯硼酸 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以93%的产率得到3-(benzo[d][1,3]dioxol-5-yl)-5-((4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenylamino)methyl)benzoic acid
  参考文献：
  名称：

  Discovery of a Potent Class of PI3Kα Inhibitors with Unique Binding Mode via Encoded Library Technology (ELT)

  摘要：

  In the search of PI3K p110 alpha wild type and H1047R mutant selective small molecule leads, an encoded library technology (ELT) campaign against the desired target proteins was performed which led to the discovery of a selective chemotype for PI3K isoforms from a three-cycle DNA encoded library. An X-ray crystal structure of a representative inhibitor from this chemotype demonstrated a unique binding mode in the p110 alpha protein.

  DOI：

  10.1021/acsmedchemlett.5b00025
• 作为产物：
  描述：

  磺胺甲噻二唑 、 methyl 3-formyl-5-iodobenzoate 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到methyl 3-iodo-5-((4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenylamino)-methyl)benzoate
  参考文献：
  名称：

  Discovery of a Potent Class of PI3Kα Inhibitors with Unique Binding Mode via Encoded Library Technology (ELT)

  摘要：

  In the search of PI3K p110 alpha wild type and H1047R mutant selective small molecule leads, an encoded library technology (ELT) campaign against the desired target proteins was performed which led to the discovery of a selective chemotype for PI3K isoforms from a three-cycle DNA encoded library. An X-ray crystal structure of a representative inhibitor from this chemotype demonstrated a unique binding mode in the p110 alpha protein.

  DOI：

  10.1021/acsmedchemlett.5b00025

文献信息

• Discovery of a Potent Class of PI3Kα Inhibitors with Unique Binding Mode via Encoded Library Technology (ELT)
  作者：Hongfang Yang、Patricia F. Medeiros、Kaushik Raha、Patricia Elkins、Kenneth E. Lind、Ruth Lehr、Nicholas D. Adams、Joelle L. Burgess、Stanley J. Schmidt、Steven D. Knight、Kurt R. Auger、Michael D. Schaber、G. Joseph Franklin、Yun Ding、Jennifer L. DeLorey、Paolo A. Centrella、Sibongile Mataruse、Steven R. Skinner、Matthew A. Clark、John W. Cuozzo、Ghotas Evindar

  DOI：10.1021/acsmedchemlett.5b00025

  日期：2015.5.14

  In the search of PI3K p110 alpha wild type and H1047R mutant selective small molecule leads, an encoded library technology (ELT) campaign against the desired target proteins was performed which led to the discovery of a selective chemotype for PI3K isoforms from a three-cycle DNA encoded library. An X-ray crystal structure of a representative inhibitor from this chemotype demonstrated a unique binding mode in the p110 alpha protein.