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ChemMedChem. 2018 Mar 20;13(6):599-606. doi: 10.1002/cmdc.201700303. Epub 2017 Aug 23.

Matched Molecular Pair Analysis on Large Melting Point Datasets: A Big Data Perspective.

Author information

1
Helmholtz Zentrum München-German Research Center for Environmental Health, GmbH, Institute of Structural Biology, Neuherberg, Germany.
2
External Sciences, Discovery Sciences, Innovative Medicines and Early Development Biotech Unit, AstraZeneca R&D Gothenburg, Mölndal, 43183, Sweden.
3
BIGCHEM GmbH, Ingolstädter Landstraße 1, b. 60w, 85764, Neuherberg, Germany.
4
Institute of Structural Biology, Helmholtz Zentrum München-German Research Center for Environmental Health, GmbH, Ingolstädter Landstraße 1, 85764, Neuherberg, Germany.

Abstract

A matched molecular pair (MMP) analysis was used to examine the change in melting point (MP) between pairs of similar molecules in a set of ∼275k compounds. We found many cases in which the change in MP (ΔMP) of compounds correlates with changes in functional groups. In line with the results of a previous study, correlations between ΔMP and simple molecular descriptors, such as the number of hydrogen bond donors, were identified. In using a larger dataset, covering a wider chemical space and range of melting points, we observed that this method remains stable and scales well with larger datasets. This MMP-based method could find use as a simple privacy-preserving technique to analyze large proprietary databases and share findings between participating research groups.

KEYWORDS:

OCHEM; general solubility equation; matched molecular pairs; melting points

PMID:
28650584
PMCID:
PMC5900986
DOI:
10.1002/cmdc.201700303
[Indexed for MEDLINE]
Free PMC Article

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