A UNIFICATION OF CHIRALITY MEASURES

Citation
N. Weinberg et K. Mislow, A UNIFICATION OF CHIRALITY MEASURES, Journal of mathematical chemistry, 17(1), 1995, pp. 35-53
Citations number
29
Categorie Soggetti
Chemistry,Mathematics
ISSN journal
02599791
Volume
17
Issue
1
Year of publication
1995
Pages
35 - 53
Database
ISI
SICI code
0259-9791(1995)17:1<35:AUOCM>2.0.ZU;2-5
Abstract
A general classification of chirality measures is suggested, based on a new unifying scheme. Two classes of measures - congruity and resolut ion type - are defined and discussed. All chirality measures so far re ported in the literature are found to belong to one of these two class es. At a higher level of unification, a more general construction is s uggested that includes congruity and resolution measures as limiting c ases. It is shown that congruity measures are nested in clusters of ei ght, generated by 2(3) combinations of their possible choice of a refe rence object (chiral vs. achiral), representation form (optimized vs. factorized) and type of chiral object under consideration (discrete vs . continuous). Each of the eight cases can have an infinite number of variations depending on the choice of averaging scheme. The problem of dimensionality is discussed for congruity measures and is shown to be unresolvable only for the case of chirality measures based on the dis crete metric (e.g. overlap measures).