2-[5-[[[2-[3-(Benzylsulfonylamino)-6-methyl-2-oxopyridin-1-yl]acetyl]amino]methyl]-4-methylimidazol-1-yl]acetic acid | 214152-90-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[5-[[[2-[3-(Benzylsulfonylamino)-6-methyl-2-oxopyridin-1-yl]acetyl]amino]methyl]-4-methylimidazol-1-yl]acetic acid
• 英文别名: 2-[5-[[[2-[3-(benzylsulfonylamino)-6-methyl-2-oxopyridin-1-yl]acetyl]amino]methyl]-4-methylimidazol-1-yl]acetic acid
• CAS: 214152-90-6
• 化学式: C₂₂H₂₅N₅O₆S
• 分子量: 487.536
• InChiKey: SZTYNPAKLKAIIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  159
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  tert-butyl 2-[5-[[[2-[3-(benzylsulfonylamino)-6-methyl-2-oxopyridin-1-yl]acetyl]amino]methyl]-4-methylimidazol-1-yl]acetate 生成 2-[5-[[[2-[3-(Benzylsulfonylamino)-6-methyl-2-oxopyridin-1-yl]acetyl]amino]methyl]-4-methylimidazol-1-yl]acetic acid
  参考文献：
  名称：

  Structure-based design of novel groups for use in the P1 position of thrombin inhibitor scaffolds. Part 2: N-acetamidoimidazoles

  摘要：

  Guided by X-ray crystallography of thrombin-inhibitor complexes and molecular modeling, alkylation of the N1 nitrogen of the imidazole P1 ligand of the pyridinoneacetamide thrombin inhibitor 1 with various acetamide moieties furnished inhibitors with significantly improved thrombin potency, trypsin selectivity, functional in vitro anticoagulant potency and in vivo antithrombotic efficacy. In the pyrazinoneacetamide series, oral bioavailability was also improved. (c) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.01.098

文献信息

• Structure-based design of novel groups for use in the P1 position of thrombin inhibitor scaffolds. Part 2: N-acetamidoimidazoles
  作者：Richard C.A. Isaacs、Mark G. Solinsky、Kellie J. Cutrona、Christina L. Newton、Adel M. Naylor-Olsen、Daniel R. McMasters、Julie A. Krueger、S. Dale Lewis、Bobby J. Lucas、Lawrence C. Kuo、Youwei Yan、J.J. Lynch、E.A. Lyle

  DOI：10.1016/j.bmcl.2008.01.098

  日期：2008.3

  Guided by X-ray crystallography of thrombin-inhibitor complexes and molecular modeling, alkylation of the N1 nitrogen of the imidazole P1 ligand of the pyridinoneacetamide thrombin inhibitor 1 with various acetamide moieties furnished inhibitors with significantly improved thrombin potency, trypsin selectivity, functional in vitro anticoagulant potency and in vivo antithrombotic efficacy. In the pyrazinoneacetamide series, oral bioavailability was also improved. (c) 2008 Published by Elsevier Ltd.