Quantum Molecular Similarity. 3. QTMS Descriptors

S. E. O'Brien, P. L A Popelier

    Research output: Contribution to journalArticlepeer-review


    Building on the ideas of a previous paper [part 1, J. Phys. Chem. A 1999, 103, 2883] we present a new molecular similarity method based on the topology of the electron density. This method is directly applicable to QSARs and is called quantum topological molecular similarity (QTMS). It has been tested for five sets of carboxylic systems including para- and meta-benzoic acid, para-phenylacetic acid, 4-X-bicyclo[2.2.2]-octane-1-carboxylic acids, and polysubstituted benzoic acids. In combination with the partial least squares (PLS) procedure QTMS is able to produce excellent and statistically valid regressions. It is shown that QTMS avoids certain challenges of traditional Carbó-like similarity indices. Finally, QTMS is able to suggest a molecular fragment that contains the active center or the part of the molecule that is responsible for the QSAR.
    Original languageEnglish
    Pages (from-to)764-775
    Number of pages11
    JournalJournal of Chemical Information and Computer Sciences
    Issue number3
    Publication statusPublished - 2001


    Dive into the research topics of 'Quantum Molecular Similarity. 3. QTMS Descriptors'. Together they form a unique fingerprint.

    Cite this