Acta Chimica Sinica ›› 2004, Vol. 62 ›› Issue (19): 1907-1911. Previous Articles     Next Articles

拓扑指数与手性化合物构效关系研究

王俊1, 张庆友2, 齐玉华1, 许禄1   

  1. 1. 中国科学院长春应用化学研究所, 长春, 130022;
    2. 哈尔滨工业大学应用化学系, 哈尔滨, 150001
  • 投稿日期:2003-08-11 修回日期:2004-05-19 发布日期:2014-02-17
  • 通讯作者: 许禄,E-mail:luxu@ciac.jl.cn E-mail:luxu@ciac.jl.cn
  • 基金资助:
    国家自然科学基金(No.20077026)资助项目.

Topology Indices and QSAR Studies on Chiral Compounds

WANG Jun1, ZHANG Qing-You2, QI Yu-Hua1, XU Lu1   

  1. 1. Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022;
    2. Department of Applied Chemistry, Harbin Institute of Technology, Harbin 150001
  • Received:2003-08-11 Revised:2004-05-19 Published:2014-02-17

Conventional topological indices only describe the connections among atoms, which makes them impossible to discriminate the chiral information. In this article chiral topological indices were obtained by extending Am indices and molecular connectivity indices and implemented in QSAR studies on a group of N-alkylated 3-(3-hydroxyphenyl)-piperidines with different pharmacological activity between pairs of enantiomers. The mathematical model obtained by using extended topological indices was better than that of Am indices and molecular connectivity indices. And the method of cross-correlation was performed, which showed that the selected variable possessed low correlation. The cross-validation was calculated, demonstrating that the model was steady. Furthermore, the satisfactory results were achieved by using the artificial neural network.

Key words: chiral Am indices, chiral molecular connectivity indices, σreceptor, N-alkylated 3-(3-hydroxyphenyl)-piperidine,QSAR