caa a22 4500 445328371 CHVBK 20180317142729.0 cr unu---uuuuu 170323e20110401xx s 000 0 eng 10.1007/s10953-011-9672-8 doi (NATIONALLICENCE)springer-10.1007/s10953-011-9672-8 Hydration Structure of Cocaine and its Metabolites: A Molecular Dynamics Study [Elektronische Daten] [David Rincón, Miguel Jorge, M. Cordeiro, Ricardo Mosquera, Fernanda Borges] We present molecular dynamics simulations of solvated cocaine and its metabolites in water, using both the Optimized Potentials for Liquid Simulations (OPLS) force field and the same force field but with Quantum Theory of Atoms In Molecules (QTAIM) atomic charges. We focus on the microscopic aspects of solvation, e.g. hydrogen bonds, and investigate influence of partial charges applied. Hydrophobicity or hydrophicility of these molecules were analyzed in terms of solute-solvent radial distribution functions and, for their most hydrophilic atoms, by spatial density functions. These hydration studies allowed us to classify these molecules according to their total coordination numbers, from the most hydrated metabolite to least hydrated, and this trend matches the degree of each metabolite is excreted in urine of patients with a high consumption of cocaine. Finally, we observed that QTAIM charges provide a more physically reasonable description of electrostatic environment of these solvated molecules than those of OPLS charges. Springer Science+Business Media, LLC, 2011 Cocaine nationallicence Cocaine metabolites nationallicence Hydration structure nationallicence OPLS nationallicence QTAIM charges nationallicence Rincón David Departamento de Química Física, Universidade de Vigo, Campus Universitario Lagoas-Marcosende, 36310, Vigo, Spain aut Jorge Miguel Laboratory of Separation and Reaction Engineering (LSRE), Faculdade de Engenharia, Universidade do Porto, Rua Dr. Roberto Frias, 4200-465, Porto, Portugal aut Cordeiro M. Departamento de Química Física, Universidade de Vigo, Campus Universitario Lagoas-Marcosende, 36310, Vigo, Spain aut Mosquera Ricardo Departamento de Química Física, Universidade de Vigo, Campus Universitario Lagoas-Marcosende, 36310, Vigo, Spain aut Borges Fernanda UQFM/Departamento de Química Orgânica, Faculdade de Farmácia, Universidade do Porto, 4050-047, Porto, Portugal aut Journal of Solution Chemistry Springer US; http://www.springer-ny.com 40/4(2011-04-01), 656-679 0095-9782 40:4<656 2011 40 10953 https://doi.org/10.1007/s10953-011-9672-8 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10953-011-9672-8 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Rincón David Departamento de Química Física, Universidade de Vigo, Campus Universitario Lagoas-Marcosende, 36310, Vigo, Spain aut NATIONALLICENCE 700 1- Jorge Miguel Laboratory of Separation and Reaction Engineering (LSRE), Faculdade de Engenharia, Universidade do Porto, Rua Dr. Roberto Frias, 4200-465, Porto, Portugal aut NATIONALLICENCE 700 1- Cordeiro M. Departamento de Química Física, Universidade de Vigo, Campus Universitario Lagoas-Marcosende, 36310, Vigo, Spain aut NATIONALLICENCE 700 1- Mosquera Ricardo Departamento de Química Física, Universidade de Vigo, Campus Universitario Lagoas-Marcosende, 36310, Vigo, Spain aut NATIONALLICENCE 700 1- Borges Fernanda UQFM/Departamento de Química Orgânica, Faculdade de Farmácia, Universidade do Porto, 4050-047, Porto, Portugal aut NATIONALLICENCE 773 0- Journal of Solution Chemistry Springer US; http://www.springer-ny.com 40/4(2011-04-01), 656-679 0095-9782 40:4<656 2011 40 10953 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer