Clustering files of chemical structures using the fuzzy k-means clustering method.
This paper evaluates the use of the fuzzy k-means clustering method for the clustering of files of 2D chemical structures. Simulated property prediction experiments with the Starlist file of logP values demonstrate that use of the fuzzy k-means method can, in some cases, yield results that are superior to those obtained with the conventional k-means method and with Ward's clustering method. Clustering of several small sets of agrochemical compounds demonstrate the ability of the fuzzy k-means method to highlight multicluster membership and to identify outlier compounds, although the former can be difficult to interpret in some cases.
Holliday
John D
JD
Krebs Institute for Biomolecular Research and Department of Information Studies, University of Sheffield, Western Bank, Sheffield S10 2TN, U.K.
Rodgers
Sarah L
SL
Willett
Peter
P
Chen
Min-You
MY
Mahfouf
Mahdi
M
Lawson
Kevin
K
Mullier
Graham
G