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A graph theoretical approach to quantitative structure‐activity relationship
Author(s) -
Grossman Stuart C.,
DŽonova Borka JermanBlaŽiĆ,
RandiĆ Milan
Publication year - 2009
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560280713
Subject(s) - graph , characterization (materials science) , molecule , heteroatom , chemistry , path (computing) , computational chemistry , mathematics , combinatorics , computer science , materials science , organic chemistry , nanotechnology , ring (chemistry) , programming language
The graph theoretical approach considered consists of the characterization of molecular forms by selected graph (structural) invariants followed by a detailed comparison of the derived “mathematical” representations for the molecules. In earlier work sequences of integers representing the number of paths of different length have been used. Here we continue to explore the potential of path sequences for characterization of molecules and their activity by using suitably weighted paths and examining the influence of the variations in the parameterization associated with heteroatoms. As an illustration we have reconsidered a collection of aminodihydroxytetralins, which are structurally related to dopamine and exhibit dopaminergic activity. In particular, we made a sensitivity study concerned with the influence of bonds of different types (i.e., aromatic C—C bonds, aliphatic C—C bonds, as well as C—O and O—N bonds).