I recommend these two papers:
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How Similar Are Similarity Searching Methods? A Principal Component Analysis of Molecular Descriptor Space
J. Chem. Inf. Model., 2009, 49 (1), pp 108–119 (http://pubs.acs.org/doi/abs/10.1021/ci800249s)
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How Diverse Are Diversity Assessment Methods? A Comparative Analysis and Benchmarking of Molecular Descriptor Space
J. Chem. Inf. Model., 2014, 54 (1), pp 230–242 (http://pubs.acs.org/doi/abs/10.1021/ci400469u)
I recommend these two papers:
How Similar Are Similarity Searching Methods? A Principal Component Analysis of Molecular Descriptor Space
J. Chem. Inf. Model., 2009, 49 (1), pp 108–119 (http://pubs.acs.org/doi/abs/10.1021/ci800249s)
How Diverse Are Diversity Assessment Methods? A Comparative Analysis and Benchmarking of Molecular Descriptor Space
J. Chem. Inf. Model., 2014, 54 (1), pp 230–242 (http://pubs.acs.org/doi/abs/10.1021/ci400469u)