Summary
A new computer program has been developed to automatically obtain the relative position of two molecules in which the similarity between molecular electrostatic-potential distributions is greatest. These distributions are considered in a volume around the molecules, and the similarity is measured by the Spearman rank coefficient. The program has been tested using several pairs of molecules: water vs. water; phenylethylamine and phenylpropylamine vs. benzylamine; and methotrexate vs. dihydrofolic acid.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Dean, P.M., Molecular Foundations of Drug-Receptor Interaction, Cambridge University Press, Cambridge, 1987.
Martin, M., Sanz, F., Campillo, M., Pardo, L., Pérez, J. and Turmo, J., Int. J. Quantum Chem., 23 (1983) 1627.
Arteca, G.A., Jammal, V.B., Mezey, P.G., Yadav, J.S., Hermsmeier, M.A. and Gund, T.M., J. Mol. Graphics, 6 (1988) 45.
Liwo, A., Tempczyk, A. and Grzonka, Z., J. Comput.-Aided Mol. Design, 3 (1989) 261.
Sanz, F., Martin, M., Lapeña, F. and Manaut, F., Quant. Struct.-Act. Relat., 5 (1986) 54.
Kato, Y., Itai, A. and Iitaka, Y., Tetrahedron, 43 (1987) 5229.
Sanz, F., Manaut, F., José, J., Carbó, M. and De la, Torre, R., J. Mol. Struct. (THEOCHEM), 170 (1988) 171.
Frish, M.J., Binkley, J.S., Schlegel, H.B., Raghavachari, K., Melius, C.F., Martin, R.L., Stewart, J.P., Bobrowicz, F.W., Rohlfing, C.M., Kahn, L.R., Defrees, D.J., Seeger, R., Whitesite, R.A., Fox, D.J., Fleuder, E.M. and Pople, J.A., GAUSSIAN 86, Carnegie-Mellon Quantum Chemistry Publishing Unit, Pittsburgh, PA, 1984.
Carbó, R., Lapeña, F. and Suñe, E., Afinidad, 406 (1986) 483.
Namasivayam, S. and Dean, P.M., J. Mol. Graphics, 4 (1986) 46.
Graham, M.S., Merck Sharp & Dohme, SEA program, QCPE No. 567 (1988).
Nakayama, A and Richards, W.G., Quant. Struct.-Act. Relat., 6 (1987) 153.
Carbó, R., Leyda, L. and Arnau, M., Int. J. Quant. Chem., 17 (1980) 1185.
SPSS Statistical Algorithms, SPSS Inc., Chicago, IL, 1985.
Dean, P.M., Callow, P. and Chau, P.-L., J. Mol. Graphics, 6 (1988) 28.
Hazdi, D., Koller, J. and Hodosek, M., In Fauchère, J.L. (Ed.) QSAR: Quantitative Structure-Activity Relationships in Drug Design, Alan R. Liss Inc., New York, 1989, pp. 259–263.
Bolin, J.T., Filman, D.J., Matthews, D.A. and Kraut, J., J. Biol. Chem., 257 (1982) 13663.
Kuyper, L.F., In Perun, T.J. and Propst, C.L. (Eds.) Computer-Aided Drug Design, Marcel Dekker Inc., New York, 1989, pp. 327–369.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Manaut, F., Sanz, F., José, J. et al. Automatic search for maximum similarity between molecular electrostatic potential distributions. J Computer-Aided Mol Des 5, 371–380 (1991). https://doi.org/10.1007/BF00126669
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00126669