(4-Amino-2-(pyridin-4-ylamino)thiazol-5-yl)(4-methoxyphenyl)methanone | 1289638-25-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-Amino-2-(pyridin-4-ylamino)thiazol-5-yl)(4-methoxyphenyl)methanone
• 英文别名: [4-amino-2-(pyridin-4-ylamino)-1,3-thiazol-5-yl]-(4-methoxyphenyl)methanone
• CAS: 1289638-25-0
• 化学式: C₁₆H₁₄N₄O₂S
• 分子量: 326.379
• InChiKey: MSPSOTZCMILMJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-异硫代氰酰基吡啶(9ci) 以 N,N-二甲基甲酰胺 为溶剂， 生成 (4-Amino-2-(pyridin-4-ylamino)thiazol-5-yl)(4-methoxyphenyl)methanone
  参考文献：
  名称：

  Structure–activity relationship study of 2,4-diaminothiazoles as Cdk5/p25 kinase inhibitors

  摘要：

  Cdk5/p25 has emerged as a principle therapeutic target for numerous acute and chronic neurodegenerative diseases, including Alzheimer's disease. A structure-activity relationship study of 2,4-diaminothiazole inhibitors revealed that increased Cdk5/p25 inhibitory activity could be accomplished by incorporating pyridines on the 2-amino group and addition of substituents to the 2- or 3-position of the phenyl ketone moiety. Interpretation of the SAR results for many of the analogs was aided through in silico docking with Cdk5/p25 and calculating protein hydrations sites using WaterMap. Finally, improved in vitro mouse microsomal stability was also achieved. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.140

文献信息

• Structure–activity relationship study of 2,4-diaminothiazoles as Cdk5/p25 kinase inhibitors
  作者：Joydev K. Laha、Xuemei Zhang、Lixin Qiao、Min Liu、Snigdha Chatterjee、Shaughnessy Robinson、Kenneth S. Kosik、Gregory D. Cuny

  DOI：10.1016/j.bmcl.2011.01.140

  日期：2011.4

  Cdk5/p25 has emerged as a principle therapeutic target for numerous acute and chronic neurodegenerative diseases, including Alzheimer's disease. A structure-activity relationship study of 2,4-diaminothiazole inhibitors revealed that increased Cdk5/p25 inhibitory activity could be accomplished by incorporating pyridines on the 2-amino group and addition of substituents to the 2- or 3-position of the phenyl ketone moiety. Interpretation of the SAR results for many of the analogs was aided through in silico docking with Cdk5/p25 and calculating protein hydrations sites using WaterMap. Finally, improved in vitro mouse microsomal stability was also achieved. (C) 2011 Elsevier Ltd. All rights reserved.