Three-dimensional holographic vector of atomic interaction field for quantitative structure-activity relationship of Aza-bioisosteres of anthrapyrazoles (Aza-APs).
A newly developed descriptor, three-dimensional holographic vector of atomic interaction field (3D-HoVAIF), is used to describe the chemical structures of Aza-bioisosteres of anthrapyrazoles (Aza-APs). 3D-HoVAIF contains three non-bonded (electrostatic, van der Waals and hydrophobic) factors, which are directly related to bioactivities and utilized to express intramolecular potential energies, employed to several different models on 35 anticancer agents Aza-APs. After variable screening by stepwise multiple regression (SMR) technique, a partial least square (PLS) regression model is built with 3D-HoVAIF. The model is satisfactory comparing to reference since correlation coefficients of molecular modeling (R(2)), cross-validation (q(2)) and standard deviation of estimation (S.D.) are 0.865, 0.722 and 0.299, respectively, showing that the model has favorable estimation and prediction capabilities. It is illustrated that information related to the anticancer activity of Aza-APs could preferably be expressed by 3D-HoVAIF with definite physicochemical meanings and easy structural interpretation for Aza-APs. 3D-HoVAIF is proved to be potent in relation with bioactivities, while overcoming many demerits of traditional 3D structural characterization methods.
Luo-nan
Xu
X
College of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, China. xln911s@yahoo.com.cn
Gui-Zhao
Liang
L
Zhi-liang
Li
L
Juan
Wang
W
Peng
Zhou
Z
D018943:Anthracyclines / Q000737:chemistry*; D000903:Antibiotics, Antineoplastic / Q000737:chemistry*; D001665:Binding Sites; D015195:Drug Design; D004347:Drug Interactions; D006696:Holography / Q000379:methods*; D057927:Hydrophobic and Hydrophilic Interactions; D007364:Intercalating Agents / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D021281:Quantitative Structure-Activity Relationship; D055672:Static Electricity
D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic; D007364:Intercalating Agents