[4-Amino-3-[2-(4-fluorophenyl)ethylamino]phenyl]-phenylmethanone | 1392327-81-9

• 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: [4-Amino-3-[2-(4-fluorophenyl)ethylamino]phenyl]-phenylmethanone
• CAS: 1392327-81-9
• 化学式: C₂₁H₁₉FN₂O
• 分子量: 334.393
• InChiKey: FKJIOKUJAQRBKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴化氰 、 [4-Amino-3-[2-(4-fluorophenyl)ethylamino]phenyl]-phenylmethanone 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 0.33h， 生成 [2-Amino-3-[2-(4-fluorophenyl)ethyl]benzimidazol-5-yl]-phenyl-methanone
  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
• 作为产物：
  描述：

  3-氟-4-硝基苯甲酰氯 在 aluminum (III) chloride 、 甲酸铵 、 potassium carbonate 、 锌 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 0.83h， 生成 [4-Amino-3-[2-(4-fluorophenyl)ethylamino]phenyl]-phenylmethanone
  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.