Premium
Kirchhoff atomic charges fitted to multipole moments: Implementation for a virtual screening system
Author(s) -
Yakovenko Olexander,
Oliferenko Alexander A.,
Bdzhola Volodymyr G.,
Palyulin Vladimir A.,
Zefirov Nikolai S.
Publication year - 2008
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.20892
Subject(s) - electronegativity , multipole expansion , dipole , quadrupole , atomic charge , transferability , set (abstract data type) , charge (physics) , ab initio , chemistry , computational chemistry , basis set , relaxation (psychology) , statistical physics , atomic physics , molecule , physics , computer science , quantum mechanics , density functional theory , psychology , social psychology , logit , machine learning , programming language
The Kirchhoff charge model is a viable method of generating inexpensive and electrostatically reasonable atomic charges for molecular mechanical force fields. The charging method uses a computationally fast algorithm based on the principle of electronegativity relaxation. Parameters of the method, orbital electronegativities and hardnesses, are fitted to reproduce reference, ab initio calculated dipole and quadrupole moments of a representative training set of neutral and charged organic molecules covering most medicinal chemistry relevant bonding situations. Transferability and accuracy of the derived parameters are confirmed on an external test set. Comparisons to other charge models are made. Implementation of the new Kirchhoff charges into a virtual screening engine is elucidated. © 2008 Wiley Periodicals, Inc. J Comput Chem, 2008