(S)-6-(3-(3-(dimethylamino)phenoxy)-5-(1-methoxypropan-2-yloxy)benzamido)nicotinic acid | 1313195-14-0

• 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: (S)-6-(3-(3-(dimethylamino)phenoxy)-5-(1-methoxypropan-2-yloxy)benzamido)nicotinic acid
• 英文别名: 6-[[3-[3-(dimethylamino)phenoxy]-5-[(2S)-1-methoxypropan-2-yl]oxybenzoyl]amino]pyridine-3-carboxylic acid
• CAS: 1313195-14-0
• 化学式: C₂₅H₂₇N₃O₆
• 分子量: 465.506
• InChiKey: HJUNGMOWPIALNY-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl 3-(benzyloxy)-5-[(1S)-2-methoxy-1-methylethoxy]benzoate 在 草酰氯 、 palladium on carbon 、 水 、 氢气 、 copper diacetate 、 三乙胺 、 N,N-二甲基甲酰胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 生成 (S)-6-(3-(3-(dimethylamino)phenoxy)-5-(1-methoxypropan-2-yloxy)benzamido)nicotinic acid
  参考文献：
  名称：

  Design of a potent, soluble glucokinase activator with increased pharmacokinetic half-life

  摘要：

  The continued optimization of a series of glucokinase activators is described, including attempts to understand the interplay between molecular structure and the composite parameter of unbound clearance. These studies resulted in the discovery of a new scaffold for glucokinase activators and further exploration of this scaffold led to the identification of GKA60. GKA60 maintains an excellent balance of potency and physical properties whilst possessing a significantly different, but complimentary, preclinical pharmacokinetic profile compared with the previously disclosed compound GKA50. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.093

文献信息

• Design of a potent, soluble glucokinase activator with increased pharmacokinetic half-life
  作者：Kurt G. Pike、Joanne V. Allen、Peter W.R. Caulkett、David S. Clarke、Craig S. Donald、Mark L. Fenwick、Keith M. Johnson、Craig Johnstone、Darren McKerrecher、John W. Rayner、Rolf P. Walker、Ingrid Wilson

  DOI：10.1016/j.bmcl.2011.03.093

  日期：2011.6

  The continued optimization of a series of glucokinase activators is described, including attempts to understand the interplay between molecular structure and the composite parameter of unbound clearance. These studies resulted in the discovery of a new scaffold for glucokinase activators and further exploration of this scaffold led to the identification of GKA60. GKA60 maintains an excellent balance of potency and physical properties whilst possessing a significantly different, but complimentary, preclinical pharmacokinetic profile compared with the previously disclosed compound GKA50. (C) 2011 Elsevier Ltd. All rights reserved.