7-((5-amino-1,3,4-oxadiazol-2-yl)methoxy)-4-methyl-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-((5-amino-1,3,4-oxadiazol-2-yl)methoxy)-4-methyl-2H-chromen-2-one
• 英文别名: 4-methyl-7-(5-amino-1,3,4-oxadiazol-2-ylmethyloxy)coumarin；7-[(5-Amino-1,3,4-oxadiazol-2-yl)methoxy]-4-methylchromen-2-one
• 化学式: C₁₃H₁₁N₃O₄
• 分子量: 273.248
• InChiKey: RVZAKGCAXIATHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  间溴苯甲酸 、 7-((5-amino-1,3,4-oxadiazol-2-yl)methoxy)-4-methyl-2H-chromen-2-one 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 3-bromo-N-[5-[(4-methyl-2-oxo-chromen-7-yl)oxymethyl]-1,3,4-oxadiazol-2-yl]benzamide
  参考文献：
  名称：

  Pharmacophore based virtual screening, synthesis and SAR of novel inhibitors of Mycobacterium sulfotransferase

  摘要：

  A planned 3D-pharmacophore mapping was carried out on the basis of chemical features associated with known Stf0 inhibitors. Four models (model 1-4) were obtained after GASP (Genetic Algorithm Similarity Program) refinement of seven models (D-1 to D-7) generated by using DISCOtech. The selected GASP model-1 has two hydrogen bond acceptor, two hydrogen bond donor and four hydrophobic points. This model was used for virtual screening (VS) of large public databases along with in house generated knowledge base database. VS followed by docking of selected compounds on Stf0 active site was carried and pose analysis done. Seven hits were identified after all the computational studies, of which 2 hits were synthesized along with their analogs and evaluated for antitubercular activity. IH-45 was found promising after in vitro assay. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.079
• 作为产物：
  描述：

  (4-甲基-香豆素-7-基氧代)乙酸乙酯 在 一水合肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 5.0h， 生成 7-((5-amino-1,3,4-oxadiazol-2-yl)methoxy)-4-methyl-2H-chromen-2-one
  参考文献：
  名称：

  Khan; Akhtar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 4, p. 900 - 904

  摘要：

  DOI：

文献信息

• Khan; Akhtar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 4, p. 900 - 904
  作者：Khan、Akhtar

  DOI：——

  日期：——
• Pharmacophore based virtual screening, synthesis and SAR of novel inhibitors of Mycobacterium sulfotransferase
  作者：Rikta Saha、Omprakash Tanwar、M. Mumtaz Alam、M.S. Zaman、Shah A. Khan、Mymoona Akhter

  DOI：10.1016/j.bmcl.2014.11.079

  日期：2015.2

  A planned 3D-pharmacophore mapping was carried out on the basis of chemical features associated with known Stf0 inhibitors. Four models (model 1-4) were obtained after GASP (Genetic Algorithm Similarity Program) refinement of seven models (D-1 to D-7) generated by using DISCOtech. The selected GASP model-1 has two hydrogen bond acceptor, two hydrogen bond donor and four hydrophobic points. This model was used for virtual screening (VS) of large public databases along with in house generated knowledge base database. VS followed by docking of selected compounds on Stf0 active site was carried and pose analysis done. Seven hits were identified after all the computational studies, of which 2 hits were synthesized along with their analogs and evaluated for antitubercular activity. IH-45 was found promising after in vitro assay. (C) 2014 Elsevier Ltd. All rights reserved.