Kirchhoff atomic charges fitted to multipole moments: implementation for a virtual screening system.
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.
Yakovenko
Olexander
O
Institute of Molecular Biology and Genetics, National Academy of Sciences of Ukraine, 150 Zabolotny street, Kyiv 03143, Ukraine.
Oliferenko
Alexander A
AA
Bdzhola
Volodymyr G
VG
Palyulin
Vladimir A
VA
Zefirov
Nikolai S
NS
D000465:Algorithms; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D008956:Models, Chemical; D012984:Software