S-[1,1-diphenyl-1-(4-propoxyphenyl)methyl]-L-cysteine | 1364663-17-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: S-[1,1-diphenyl-1-(4-propoxyphenyl)methyl]-L-cysteine
• 英文别名: (2R)-2-amino-3-[diphenyl-(4-propoxyphenyl)methyl]sulfanylpropanoic acid
• CAS: 1364663-17-1
• 化学式: C₂₅H₂₇NO₃S
• 分子量: 421.56
• InChiKey: IOXSEXQBSGZULX-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  30
• 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：
  97.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  L-半胱氨酸 、 1,1-diphenyl-1-(4-propoxyphenyl)methanol 在 三氟化硼乙醚 、 溶剂黄146 、 sodium acetate 作用下， 以 水 为溶剂， 以43%的产率得到S-[1,1-diphenyl-1-(4-propoxyphenyl)methyl]-L-cysteine
  参考文献：
  名称：

  Inhibition of hepatitis C virus NS5B polymerase by S-trityl-l-cysteine derivatives

  摘要：

  Structure-based studies led to the identification of a constrained derivative of S-trityl-c-cysteine (STLC) scaffold as a candidate inhibitor of hepatitis C virus (HCV) NS5B polymerase. A panel of STLC derivatives were synthesized and investigated for their activity against HCV NS5B. Three STLC derivatives, 9, F-3070, and F-3065, were identified as modest HCV NS5B inhibitors with IC50 values between 22.3 and 39.7 mu M. F-3070 and F-3065 displayed potent inhibition of intracellular NS5B activity in the BHK-NS5B-FRLuc reporter and also inhibited HCV RNA replication in the Huh7/Rep-Feo1b reporter system. Binding mode investigations suggested that the STLC scaffold can be used to develop new NS5B inhibitors by further chemical modification at one of the trityl phenyl group. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.010

文献信息

• Inhibition of hepatitis C virus NS5B polymerase by S-trityl-l-cysteine derivatives
  作者：Daniel B. Nichols、Guy Fournet、K.R. Gurukumar、Amartya Basu、Jin-Ching Lee、Naoya Sakamoto、Frank Kozielski、Ira Musmuca、Benoît Joseph、Rino Ragno、Neerja Kaushik-Basu

  DOI：10.1016/j.ejmech.2012.01.010

  日期：2012.3

  Structure-based studies led to the identification of a constrained derivative of S-trityl-c-cysteine (STLC) scaffold as a candidate inhibitor of hepatitis C virus (HCV) NS5B polymerase. A panel of STLC derivatives were synthesized and investigated for their activity against HCV NS5B. Three STLC derivatives, 9, F-3070, and F-3065, were identified as modest HCV NS5B inhibitors with IC50 values between 22.3 and 39.7 mu M. F-3070 and F-3065 displayed potent inhibition of intracellular NS5B activity in the BHK-NS5B-FRLuc reporter and also inhibited HCV RNA replication in the Huh7/Rep-Feo1b reporter system. Binding mode investigations suggested that the STLC scaffold can be used to develop new NS5B inhibitors by further chemical modification at one of the trityl phenyl group. (C) 2012 Elsevier Masson SAS. All rights reserved.