Topological Pharmacophores from Pharmacophore Fingerprints

The R-group descriptor from Holliday et al. [20] is a further example of a topological pharmacophore fingerprint. However, this approach characterizes a distribution of pharmacophoric properties at topological distances from an attachment point. 

Machine-learning of Topological Pharmacophores from Fingerprints... 

Linear representations are by far the most frequently used descriptor type. Apart from the already mentioned structural keys and hashed fingerprints, other types of information are stored. For example, the topological distance between pharmacophoric points can be stored [179, 180], auto- and cross-correlation vectors over 2-D or 3-D information can be created [185, 186], or so-called BCUT [187] values can be extracted from an eigenvalue analysis of the molecular adjacency matrix. 

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