4-propionyl-isochroman-1,3-dione | 26477-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-propionyl-isochroman-1,3-dione
• 英文别名: 4-Propionylisochroman；4-propanoyl-4H-isochromene-1,3-dione
• CAS: 26477-55-4
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: FENIPJNUHXJTRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-propionyl-isochroman-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 以70%的产率得到1-ethylisochromeno[3,4-c]pyrazol-5(2H)-one
  参考文献：
  名称：

  Datta, Debashish; Usgaonkar, R. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 5, p. 376 - 379

  摘要：

  DOI：
• 作为产物：
  描述：

  邻羧基苯乙酸 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 17.25h， 生成 4-propionyl-isochroman-1,3-dione
  参考文献：
  名称：

  Discovery and Optimization of a Selective Ligand for the Switch/Sucrose Nonfermenting-Related Bromodomains of Polybromo Protein-1 by the Use of Virtual Screening and Hydration Analysis

  摘要：

  Bromodomain (BRDs) are epigenetic interaction domains currently recognized as emerging drug targets for development of anticancer or anti-inflammatory agents. In this study, development of a selective ligand of the fifth BRD of polybromo protein-1. (PB1(S)) related to switch/sucrose nonfermenting (SWI/SNF) chromatin remodeling complexes is presented. A compound collection was evaluated by consensus virtual screening and a hit was identified. The biophysical study of protein-ligand interactions was performed using X-ray crystallography and isothermal titration calorimetry. Collective data supported the hypothesis that affinity improvement could be achieved by enhancing interactions of the complex with the solvent. The derived SAR along with free energy calculations and a consensus hydration analysis using WaterMap and SZmap algorithms guided rational design of a set of novel analogues. The most potent analogue demonstrated high affinity of 3.3 mu M and an excellent selectivity profile, thus comprising a promising lead for the development of chemical probes targeting PB1(5).

  DOI：

  10.1021/acs.jmedchem.6b00355

文献信息

• MODI A. R.; USGAONKAR R. N., CURR. SCI. INDIA, 1979, 48, NO 13, 580-581
  作者：MODI A. R.、 USGAONKAR R. N.

  DOI：——

  日期：——