Following Ramachandran: exit vector plots (EVP) as a tool to navigate chemical space covered by 3D bifunctional scaffolds. The case of cycloalkanes

An approach to the analysis and visualization of chemical space covered by disubstituted scaffolds, which is based on exit vector plots (EVPs), is used for analysis of the simplest disubstituted cyclic cores – cycloalkanes – deposited in the Cambridge Structural Database (CSD). It is shown that four...

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Bibliographic Details
Published in:RSC advances 2016-01, Vol.6 (21), p.17595-17605
Main Authors: Grygorenko, Oleksandr O., Babenko, Pavlo, Volochnyuk, Dmitry M., Raievskyi, Oleksii, Komarov, Igor V.
Format: Article
Language:English
Subjects:
Covering
Cycloalkanes
Deposition
Mathematical analysis
Scaffolds
Three dimensional
Vectors (mathematics)
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Summary:An approach to the analysis and visualization of chemical space covered by disubstituted scaffolds, which is based on exit vector plots (EVPs), is used for analysis of the simplest disubstituted cyclic cores – cycloalkanes – deposited in the Cambridge Structural Database (CSD). It is shown that four clearly defined regions are found in EVPs of the cycloalkanes, similar to those observed in Ramachandran plots for peptides. These results can be used for directed design of more complex scaffolds, classification of conformational space for the disubstituted scaffolds, rational scaffold replacement, or SAR studies.
ISSN:2046-2069
2046-2069
DOI:10.1039/C5RA19958A