An open source chemical structure curation pipeline using RDKit
Abstract Background The ChEMBL database is one of a number of public databases that contain bioactivity data on small molecule compounds curated from diverse sources. Incoming compounds are typically not standardised according to consistent rules. In order to maintain the quality of the final databa...
| Main Authors: | , , , , , , , , |
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| Format: | Article |
| Language: | English |
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BMC
2020-09-01
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| Series: | Journal of Cheminformatics |
| Subjects: | |
| Online Access: | http://link.springer.com/article/10.1186/s13321-020-00456-1 |
| _version_ | 1818538207387582464 |
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| author | A. Patrícia Bento Anne Hersey Eloy Félix Greg Landrum Anna Gaulton Francis Atkinson Louisa J. Bellis Marleen De Veij Andrew R. Leach |
| author_facet | A. Patrícia Bento Anne Hersey Eloy Félix Greg Landrum Anna Gaulton Francis Atkinson Louisa J. Bellis Marleen De Veij Andrew R. Leach |
| author_sort | A. Patrícia Bento |
| collection | DOAJ |
| description | Abstract Background The ChEMBL database is one of a number of public databases that contain bioactivity data on small molecule compounds curated from diverse sources. Incoming compounds are typically not standardised according to consistent rules. In order to maintain the quality of the final database and to easily compare and integrate data on the same compound from different sources it is necessary for the chemical structures in the database to be appropriately standardised. Results A chemical curation pipeline has been developed using the open source toolkit RDKit. It comprises three components: a Checker to test the validity of chemical structures and flag any serious errors; a Standardizer which formats compounds according to defined rules and conventions and a GetParent component that removes any salts and solvents from the compound to create its parent. This pipeline has been applied to the latest version of the ChEMBL database as well as uncurated datasets from other sources to test the robustness of the process and to identify common issues in database molecular structures. Conclusion All the components of the structure pipeline have been made freely available for other researchers to use and adapt for their own use. The code is available in a GitHub repository and it can also be accessed via the ChEMBL Beaker webservices. It has been used successfully to standardise the nearly 2 million compounds in the ChEMBL database and the compound validity checker has been used to identify compounds with the most serious issues so that they can be prioritised for manual curation. |
| first_indexed | 2024-12-11T21:26:00Z |
| format | Article |
| id | doaj.art-bbbf7ee22f154d9a97199854b9ea5039 |
| institution | Directory Open Access Journal |
| issn | 1758-2946 |
| language | English |
| last_indexed | 2024-12-11T21:26:00Z |
| publishDate | 2020-09-01 |
| publisher | BMC |
| record_format | Article |
| series | Journal of Cheminformatics |
| spelling | doaj.art-bbbf7ee22f154d9a97199854b9ea50392022-12-22T00:50:20ZengBMCJournal of Cheminformatics1758-29462020-09-0112111610.1186/s13321-020-00456-1An open source chemical structure curation pipeline using RDKitA. Patrícia Bento0Anne Hersey1Eloy Félix2Greg Landrum3Anna Gaulton4Francis Atkinson5Louisa J. Bellis6Marleen De Veij7Andrew R. Leach8European Molecular Biology Laboratory, European Bioinformatics InstituteEuropean Molecular Biology Laboratory, European Bioinformatics InstituteEuropean Molecular Biology Laboratory, European Bioinformatics InstituteT5 Informatics GmbHEuropean Molecular Biology Laboratory, European Bioinformatics InstituteEuropean Molecular Biology Laboratory, European Bioinformatics InstituteEuropean Molecular Biology Laboratory, European Bioinformatics InstituteEuropean Molecular Biology Laboratory, European Bioinformatics InstituteEuropean Molecular Biology Laboratory, European Bioinformatics InstituteAbstract Background The ChEMBL database is one of a number of public databases that contain bioactivity data on small molecule compounds curated from diverse sources. Incoming compounds are typically not standardised according to consistent rules. In order to maintain the quality of the final database and to easily compare and integrate data on the same compound from different sources it is necessary for the chemical structures in the database to be appropriately standardised. Results A chemical curation pipeline has been developed using the open source toolkit RDKit. It comprises three components: a Checker to test the validity of chemical structures and flag any serious errors; a Standardizer which formats compounds according to defined rules and conventions and a GetParent component that removes any salts and solvents from the compound to create its parent. This pipeline has been applied to the latest version of the ChEMBL database as well as uncurated datasets from other sources to test the robustness of the process and to identify common issues in database molecular structures. Conclusion All the components of the structure pipeline have been made freely available for other researchers to use and adapt for their own use. The code is available in a GitHub repository and it can also be accessed via the ChEMBL Beaker webservices. It has been used successfully to standardise the nearly 2 million compounds in the ChEMBL database and the compound validity checker has been used to identify compounds with the most serious issues so that they can be prioritised for manual curation.http://link.springer.com/article/10.1186/s13321-020-00456-1ChemistryCurationChEMBLRDKitOpen sourceStandardisation |
| spellingShingle | A. Patrícia Bento Anne Hersey Eloy Félix Greg Landrum Anna Gaulton Francis Atkinson Louisa J. Bellis Marleen De Veij Andrew R. Leach An open source chemical structure curation pipeline using RDKit Journal of Cheminformatics Chemistry Curation ChEMBL RDKit Open source Standardisation |
| title | An open source chemical structure curation pipeline using RDKit |
| title_full | An open source chemical structure curation pipeline using RDKit |
| title_fullStr | An open source chemical structure curation pipeline using RDKit |
| title_full_unstemmed | An open source chemical structure curation pipeline using RDKit |
| title_short | An open source chemical structure curation pipeline using RDKit |
| title_sort | open source chemical structure curation pipeline using rdkit |
| topic | Chemistry Curation ChEMBL RDKit Open source Standardisation |
| url | http://link.springer.com/article/10.1186/s13321-020-00456-1 |
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