Summary
It is shown how a self-organizing neural network such as the one introduced by Kohonen can be used to analyze features of molecular surfaces, such as shape and the molecular electrostatic potential. On the one hand, two-dimensional maps of molecular surface properties can be generated and used for the comparison of a set of molecules. On the other hand, the surface geometry of one molecule can be stored in a network and this network can be used as a template for the analysis of the shape of various other molecules. The application of these techniques to a series of steroids exhibiting a range of binding activities to the corticosteroid-binding globulin receptor allows one to pinpoint the essential features necessary for biological activity.
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References
CramerIII, R.D., Patterson, D.E. and Bunce, J.D., J. Am. Chem. Soc., 110 (1988) 5959.
Kubinyi, H. (Ed.) 3D QSAR in Drug Design: Theory, Methods and Applications, ESCOM, Leiden, The Netherlands, 1993.
Zupan, J. and Gasteiger, J., Anal. Chim. Acta, 248 (1991) 1.
Gasteiger, J. and Zupan, J., Angew. Chem., 105 (1993) 510.
Gasteiger, J. and Zupan, J., Angew. Chem. Int. Ed. Engl., 32 (1993) 502.
Zupan, J. and Gasteiger, J. (Eds.) Neural Networks for Chemists: An Introduction, VCH, Weinheim, Germany, 1993.
Kohonen, T., Biol. Cybernet., 43 (1982) 59.
Kohonen, T. (Ed.) Self-Organisation and Associative Memory, 3rd ed., Springer, Berlin, Germany, 1989.
Kohonen, T., Proc. IEEE, 78 (1990) 1460.
Gasteiger, J., Li, X., Rudolph, C., Sadowski, J. and Zupan, J., J. Am. Chem. Soc., 116 (1994) 4608.
Gasteiger, J., Li, X. and Uschold, A., J. Mol. Graph., 12 (1994) 90.
Gasteiger, J. and Li, X., Angew. Chem., 106 (1994) 671.
Gasteiger, J. and Li, X., Angew. Chem. Int. Ed. Engl., 33 (1994) 643.
Li, X., Gasteiger, J. and Zupan, J., Biol. Cybern., 70 (1993) 189.
Sadowski, J., Rudolph, C. and Gasteiger, J., Anal. Chim. Acta, 265 (1992) 233.
Sadowski, J. and Gasteiger, J., Chem. Rev., 93 (1993) 2567.
Sadowski, J., Gasteiger, J. and Klebe, G., J. Chem. Inf. Comput. Sci., 34 (1994) 1000.
Gasteiger, J. and Marsili, M., Tetrahedron, 36 (1980) 3219.
Gasteiger, J. and Saller, H., Angew. Chem., 97 (1985) 699.
Gasteiger, J. and Saller, H., Angew. Chem. Int. Ed. Engl., 24 (1985) 687.
Dunn, J.F., Nisula, B.C. and Rodbard, D., J. Clin. Endocrinol. Metab., 53 (1981) 58.
Mickelson, K.E., Forsthoefel, J. and Westphal, U., Biochemistry, 20 (1981) 6211.
Westphal, U. (Ed.) Steroid-Protein Interaction II, Springer, Berlin, Germany, 1986.
Good, A.C., So, S.S. and Richards, W.G., J. Med. Chem., 36 (1993) 433.
Wagener, M., Sadowski, J. and Gasteiger, J., J. Am. Chem. Soc., 117 (1995) 7769.
Jain, A. N., Koile, K. and Chapman, D., J. Med. Chem., 37 (1994) 2315.
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Anzali, S., Barnickel, G., Krug, M. et al. The comparison of geometric and electronic properties of molecular surfaces by neural networks: Application to the analysis of corticosteroid-binding globulin activity of steroids. J Computer-Aided Mol Des 10, 521–534 (1996). https://doi.org/10.1007/BF00134176
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DOI: https://doi.org/10.1007/BF00134176