Acta Phys. -Chim. Sin. ›› 2014, Vol. 30 ›› Issue (6): 1086-1090.doi: 10.3866/PKU.WHXB201404161


Structure-Property Relationship for the Pharmacological and Toxicological Activity of Heterocyclic Compounds

ZHU Zhi-Chen1, WANG Qiang2, JIA Qing-Zhu3, XIA Shu-Qian4, MA Pei-Sheng4   

  1. 1 School of Science, Tianjin University of Urban Construction, Tianjin 300384, P. R. China;
    2 School of Material Science and Chemical Engineering, Tianjin University of Science and Technology, Tianjin 300457, P. R. China;
    3 School of Marine Science and Engineering, Tianjin University of Science and Technology, Tianjin 300457, P. R. China;
    4 School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P. R. China
  • Received:2014-01-14 Revised:2014-04-16 Published:2014-05-26
  • Contact: WANG Qiang
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (21306137, U1162104).


Heterocyclic molecules play a crucial role in health care and in pharmaceutical drug design. A large number of drugs used in Western medical practice are heterocyclic molecules. In this study, a set of norm indexes of the extended distance matrix are proposed. From these a stable and accurate structureproperty relationship model was developed for the prediction of the aryl hydrocarbon receptor binding affinity (pEC50) of dibenzofurans and the mutagenic potency (lnR) of aromatic and heteroaromatic amines. Our results indicate that the new model, based on these norm indexes, provides very satisfactory results, and that the average absolute differences for pEC50 prediction and lnR prediction were 0.403 and 0.702 with r2 (square correlation coefficient) values of 0.876 and 0.779, respectively. A comparison of these results with other methods demonstrates that our method, based only on the same mathematical model, performed better in terms of both accuracy and stability.

Key words: Dibenzofuran, Aromatic and heteroaromatic amine, Aryl hydrocarbon receptor affinity, Mutagenic potency, Structure-property relationship, Norm index, Prediction


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