Fig 1.
Molecular structure of arylamino-s-triazines (based on Dankwardt et al., 1996).
Table 1.
Cross-reactivity (CR) and concentration of 50% inhibition for the interaction of triazines with polyclonal (S2) and monoclonal antibodies (K4E7), according to Dankwardt et al., 1996.
Fig 2.
The most energetically favorable conformations of compounds 5, 11 and 12 according to the calculation by HF/6-31G(d) method.
Fig 3.
Triazine geometries optimized with the AM1 method (hydrogen atoms are represented only in -OH groups).
Table 2.
Statistical parameters of the models for the S2 system.
Fig 4.
Comparison of experimental pIC50 values for triazine interactions with polyclonal antibodies (S2) and predicted activity based on Model 5; compounds 4, 6, 14 and 19 were used as a test set.
Table 3.
Statistical parameters of 2D QSAR models for the K4E7 system.
Fig 5.
Comparison of experimental pIC50 values for triazine interactions with monoclonal antibodies (K4E7) and predicted activity based on Model 10; compounds 6, 10, 16 and 20 were used as a test set.
Table 4.
Experimental and predicted values of the triazine cross-reactivity logarithm (pIC50) in the S2 system.
Table 5.
Statistical parameters of the CoMFA model for the S2 system.
SDEP: mean-square error of prediction. LOO: leave-one-out.
Fig 6.
Experimental vs. predicted values of triazine cross-reactivity in the S2 system according to the CoMFA method (3D QSAR).
Fig 7.
The molecular interaction field (MIF) contour maps for system S2 and compound 7: (a) favorable steric interactions; (b) unfavorable steric interactions; (c) sites favorable for positively charged groups; (d) sites favorable for negatively charged groups.
Fig 8.
K4E7 system’s experimental and predicted pIC50 triazine values based on the CoMFA method (3D QSAR).
Table 6.
Experimental and predicted values of triazine cross-reactivity in the K4E7 system.
Fig 9.
MIF contour maps for the K4E7 system: (a) favorable steric interactions and (b) unfavorable steric interactions for compound 11; (c) sites favorable for positively charged groups; (d) sites favorable for negatively charged groups for compound 12.
Table 7.
Statistical parameters of the 3D QSAR model for the K4E7 system.