(2S)-3-cyclohexyl-2-(4-cyclopentylsulfonyl-2-methyl-6-oxopyridin-1-yl)-N-(1,3-thiazol-2-yl)propanamide | 1428663-34-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2S)-3-cyclohexyl-2-(4-cyclopentylsulfonyl-2-methyl-6-oxopyridin-1-yl)-N-(1,3-thiazol-2-yl)propanamide
• CAS: 1428663-34-6
• 化学式: C₂₃H₃₁N₃O₄S₂
• 分子量: 477.649
• InChiKey: WADVHYJTRIDKDF-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  133
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  methyl 3-cyclohexyl-2-(4-hydroxy-6-methyl-2-oxopyridin-1(2H)-yl)propanoate 在 四乙基氯化铵 、 sodium hydride 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二甲基苯胺 、 三乙胺 、 间氯过氧苯甲酸 、 lithium hydroxide 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 、 (2S)-3-cyclohexyl-2-(4-cyclopentylsulfonyl-2-methyl-6-oxopyridin-1-yl)-N-(1,3-thiazol-2-yl)propanamide
  参考文献：
  名称：

  Design, synthesis and SAR of novel glucokinase activators

  摘要：

  Guided by co-crystal structures of compounds 15, 22 and 30, an SBDD approach led to the discovery of the 6-methyl pyridone series as a novel class of GKAs that potently activate GK in enzyme and cell assays. Anti-diabetic OGTT efficacy was demonstrated with 54 in a mouse model of type 2 diabetes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.093

文献信息

• Design, synthesis and SAR of novel glucokinase activators
  作者：Zacharia S. Cheruvallath、Stephen L. Gwaltney、Mark Sabat、Mingnam Tang、Jun Feng、Haixia Wang、Joanne Miura、Prasuna Guntupalli、Andy Jennings、David Hosfield、Bumsup Lee、Yiqin Wu

  DOI：10.1016/j.bmcl.2013.01.093

  日期：2013.4

  Guided by co-crystal structures of compounds 15, 22 and 30, an SBDD approach led to the discovery of the 6-methyl pyridone series as a novel class of GKAs that potently activate GK in enzyme and cell assays. Anti-diabetic OGTT efficacy was demonstrated with 54 in a mouse model of type 2 diabetes. (C) 2013 Elsevier Ltd. All rights reserved.