Craig plot 2.0: an interactive navigation in the substituent bioisosteric space
Abstract Bioisosteric replacement is a standard technique that is used in medicinal chemistry to design analogs of bioactive molecules with similar biological activity and with additional improved characteristics. Successful application of this technique relies on a good knowledge of physicochemical...
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| Format: | Article |
| Language: | English |
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BMC
2020-01-01
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| Series: | Journal of Cheminformatics |
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| Online Access: | https://doi.org/10.1186/s13321-020-0412-1 |
| _version_ | 1818623073020018688 |
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| author | Peter Ertl |
| author_facet | Peter Ertl |
| author_sort | Peter Ertl |
| collection | DOAJ |
| description | Abstract Bioisosteric replacement is a standard technique that is used in medicinal chemistry to design analogs of bioactive molecules with similar biological activity and with additional improved characteristics. Successful application of this technique relies on a good knowledge of physicochemical properties of common organic substituents and an efficient way to navigate their space. In this study the properties of the most common substituents present in bioactive molecules are analysed and a freely-available web tool https://bit.ly/craigplot that allows visualization, analysis and selection of bioisosteric substituents is presented. |
| first_indexed | 2024-12-16T18:35:15Z |
| format | Article |
| id | doaj.art-64f3c9a3b3574e77a3293962c4295c8d |
| institution | Directory Open Access Journal |
| issn | 1758-2946 |
| language | English |
| last_indexed | 2024-12-16T18:35:15Z |
| publishDate | 2020-01-01 |
| publisher | BMC |
| record_format | Article |
| series | Journal of Cheminformatics |
| spelling | doaj.art-64f3c9a3b3574e77a3293962c4295c8d2022-12-21T22:21:11ZengBMCJournal of Cheminformatics1758-29462020-01-011211610.1186/s13321-020-0412-1Craig plot 2.0: an interactive navigation in the substituent bioisosteric spacePeter Ertl0Novartis Institutes for BioMedical ResearchAbstract Bioisosteric replacement is a standard technique that is used in medicinal chemistry to design analogs of bioactive molecules with similar biological activity and with additional improved characteristics. Successful application of this technique relies on a good knowledge of physicochemical properties of common organic substituents and an efficient way to navigate their space. In this study the properties of the most common substituents present in bioactive molecules are analysed and a freely-available web tool https://bit.ly/craigplot that allows visualization, analysis and selection of bioisosteric substituents is presented.https://doi.org/10.1186/s13321-020-0412-1Craig plotBioisosteric designVisualisationChemical spaceHammett sigma constantHansch–Fujita pi parameter |
| spellingShingle | Peter Ertl Craig plot 2.0: an interactive navigation in the substituent bioisosteric space Journal of Cheminformatics Craig plot Bioisosteric design Visualisation Chemical space Hammett sigma constant Hansch–Fujita pi parameter |
| title | Craig plot 2.0: an interactive navigation in the substituent bioisosteric space |
| title_full | Craig plot 2.0: an interactive navigation in the substituent bioisosteric space |
| title_fullStr | Craig plot 2.0: an interactive navigation in the substituent bioisosteric space |
| title_full_unstemmed | Craig plot 2.0: an interactive navigation in the substituent bioisosteric space |
| title_short | Craig plot 2.0: an interactive navigation in the substituent bioisosteric space |
| title_sort | craig plot 2 0 an interactive navigation in the substituent bioisosteric space |
| topic | Craig plot Bioisosteric design Visualisation Chemical space Hammett sigma constant Hansch–Fujita pi parameter |
| url | https://doi.org/10.1186/s13321-020-0412-1 |
| work_keys_str_mv | AT peterertl craigplot20aninteractivenavigationinthesubstituentbioisostericspace |