Journal
JOURNAL OF COMPUTATIONAL CHEMISTRY
Volume 30, Issue 12, Pages 1821-1838Publisher
WILEY
DOI: 10.1002/jcc.21183
Keywords
computational chemistry; molecular modeling; empirical force field; heterocycles; polarization; condensed phase; crystal simulation; quantum mechanics; ab initio; free energy of hydration
Categories
Funding
- NIH [GM51501, GM72558]
Ask authors/readers for more resources
The polarizable empirical CHARMM force field based oil the classical Drude Oscillator has been extended to the nitrogen-containing heteroaromatic compounds pyridine. pyrimidine, pyrrole. imidazole, indole. and purine. Initial parameters for the six-membered rings were based oil benzene with nonbond parameter optimization focused on the nitrogen atoms and adjacent carbons and attached hydrogens. In the case of five-member rings, parameters were first developed for imidazole and transferred to pyrrole. Optimization of all parameters was performed against an extensive set of quantum mechanical and experimental data. Ab initio data were used for the determination of initial electrostatic parameters, the vibrational analysis, and in the optimization of the relative magnitudes of the Lennard-Jones (LJ) parameters, through computations of the interactions of dimers of model compounds, model compound-water interactions, and interactions of rare gases with model compounds. The absolute values of the LJ parameters were determined targeting experimental heats of vaporization, molecular volumes. heats of sublimation. crystal lattice parameters, and free energies of hydration. Final scaling of the polarizabilities from the gas-phase values by 0.85 was determined by reproduction of the dielectric constants of pyridine and pyrrole. The developed parameter set was extensively validated against additional experimental data such as diffusion constants, heat capacities, and isothermal compressibilities, including data as a function of temperature. (C) 2008 Wiley Periodicals, Inc. J Comput Chem 30: 1821-1838, 2009
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available