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Mapping of the Available Chemical Space versus the Chemical Universe of Lead-Like Compounds

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dc.date.accessioned 2019-01-22T20:50:35Z
dc.date.available 2019-01-22T20:50:35Z
dc.date.issued 2018
dc.identifier.issn 1860-7179
dc.identifier.uri https://dspace.kpfu.ru/xmlui/handle/net/149061
dc.description.abstract © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim This is, to our knowledge, the most comprehensive analysis to date based on generative topographic mapping (GTM) of fragment-like chemical space (40 million molecules with no more than 17 heavy atoms, both from the theoretically enumerated GDB-17 and real-world PubChem/ChEMBL databases). The challenge was to prove that a robust map of fragment-like chemical space can actually be built, in spite of a limited (≪105) maximal number of compounds (“frame set”) usable for fitting the GTM manifold. An evolutionary map building strategy has been updated with a “coverage check” step, which discards manifolds failing to accommodate compounds outside the frame set. The evolved map has a good propensity to separate actives from inactives for more than 20 external structure–activity sets. It was proven to properly accommodate the entire collection of 40 m compounds. Next, it served as a library comparison tool to highlight biases of real-world molecules (PubChem and ChEMBL) versus the universe of all possible species represented by FDB-17, a fragment-like subset of GDB-17 containing 10 million molecules. Specific patterns, proper to some libraries and absent from others (diversity holes), were highlighted.
dc.relation.ispartofseries ChemMedChem
dc.subject computer chemistry
dc.subject generative topographic mapping
dc.subject library comparison
dc.subject molecular diversity
dc.subject structure analysis
dc.title Mapping of the Available Chemical Space versus the Chemical Universe of Lead-Like Compounds
dc.type Article
dc.relation.ispartofseries-issue 6
dc.relation.ispartofseries-volume 13
dc.collection Публикации сотрудников КФУ
dc.relation.startpage 540
dc.source.id SCOPUS18607179-2018-13-6-SID85041137519


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  • Публикации сотрудников КФУ Scopus [22633]
    Коллекция содержит публикации сотрудников Казанского федерального (до 2010 года Казанского государственного) университета, проиндексированные в БД Scopus, начиная с 1970г.

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