3-amino-N-[6-benzoyl-1-(4-piperidylmethyl)benzimidazol-2-yl]propanamide | 1392327-53-5

• 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: 3-amino-N-[6-benzoyl-1-(4-piperidylmethyl)benzimidazol-2-yl]propanamide
• 英文别名: 3-amino-N-[6-benzoyl-1-(piperidin-4-ylmethyl)benzimidazol-2-yl]propanamide
• CAS: 1392327-53-5
• 化学式: C₂₃H₂₇N₅O₂
• 分子量: 405.5
• InChiKey: GDMUNCVNIGIONQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氟-4-硝基苯甲酰氯 在 aluminum (III) chloride 、 甲酸铵 、 potassium carbonate 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.82h， 生成 3-amino-N-[6-benzoyl-1-(4-piperidylmethyl)benzimidazol-2-yl]propanamide
  参考文献：
  名称：

  Benzoylbenzimidazole-based selective inhibitors targeting Cryptosporidium parvum and Toxoplasma gondii calcium-dependent protein kinase-1

  摘要：

  Calcium-dependent protein kinase-1 (CDPK1) from Cryptosporidium parvum (CpCDPK1) and Toxoplasma gondii (TgCDPK1) have become attractive targets for discovering selective inhibitors to combat infections caused by these protozoa. We used structure-based design to improve a series of benzoylbenzimidazole-based compounds in terms of solubility, selectivity, and potency against CpCDPK1 and TgCDPK1. The best inhibitors show inhibitory potencies below 50 nM and selectivity well above 200-fold over two human kinases with small gatekeeper residues. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.050

文献信息

• Benzoylbenzimidazole-based selective inhibitors targeting Cryptosporidium parvum and Toxoplasma gondii calcium-dependent protein kinase-1
  作者：Zhongsheng Zhang、Kayode K. Ojo、Steven M. Johnson、Eric T. Larson、Penqing He、Jennifer A. Geiger、Alejandro Castellanos-Gonzalez、A. Clinton White、Marilyn Parsons、Ethan A. Merritt、Dustin J. Maly、Christophe L.M.J. Verlinde、Wesley C. Van Voorhis、Erkang Fan

  DOI：10.1016/j.bmcl.2012.06.050

  日期：2012.8

  Calcium-dependent protein kinase-1 (CDPK1) from Cryptosporidium parvum (CpCDPK1) and Toxoplasma gondii (TgCDPK1) have become attractive targets for discovering selective inhibitors to combat infections caused by these protozoa. We used structure-based design to improve a series of benzoylbenzimidazole-based compounds in terms of solubility, selectivity, and potency against CpCDPK1 and TgCDPK1. The best inhibitors show inhibitory potencies below 50 nM and selectivity well above 200-fold over two human kinases with small gatekeeper residues. (c) 2012 Elsevier Ltd. All rights reserved.