10 09 2023 chemoinformatics Tweet
The Utility of the HSAB Principle via the Fukui Function in Biological Systems was interesting stuff, so I tried to visualize the Fukui function.
from fffp import * from rdkit.Chem import AllChem, Draw from IPython.display import Image, display from rdkit.Chem.Draw import SimilarityMaps Rivaroxaban = "C1COCC(=O)N1C2=CC=C(C=C2)N3CC(OC3=O)CNC(=O)C4=CC=C(S4)Cl" m = rdkit_optimize(Rivaroxaban) fp = f_plus(m, basis_sets="6-31G") fg_fp = SimilarityMaps.GetSimilarityMapFromWeights(m, fp, colorMap='RdBu') fm = f_minus(m, basis_sets="6-31G") fg_fm = SimilarityMaps.GetSimilarityMapFromWeights(m, fm, colorMap='RdBu')
fffp is a library that handles Fukui functions in GAMESS, but it is not yet publicly available.
The area around the S1 pocket of Rivaroxaban(Fig. 1) is more susceptible to nucleophilic reactions/binding, while the area around the S4 pocket with the morpholine group(Fig. 2) seems to be more compatible with electrophilic reactions.
Fig. 1 : F+(r) of Rivaroxaban
Fig. 2: F-(r) of Rivaroxaban