QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indices
Octanol-water partition coefficient (logKow) and soil organic carbon content normalized sorption coefficient (logKoc) values are two important physicochemical properties in the context of bioaccumulation and environmental fate of organic compounds and their environmental risk assessment. Simple, int...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Elsevier
2021-01-01
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| Series: | Ecotoxicology and Environmental Safety |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S0147651320312483 |
| _version_ | 1818735256719589376 |
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| author | Sapna Kumari Pandey Kunal Roy |
| author_facet | Sapna Kumari Pandey Kunal Roy |
| author_sort | Sapna Kumari Pandey |
| collection | DOAJ |
| description | Octanol-water partition coefficient (logKow) and soil organic carbon content normalized sorption coefficient (logKoc) values are two important physicochemical properties in the context of bioaccumulation and environmental fate of organic compounds and their environmental risk assessment. Simple, interpretable and easy-to-derive extended topochemical atom (ETA) indices obtained from 2D structural representation of compounds were used for quantitative structure-property relationship (QSPR) modeling of these two endpoints. Linear regression based models developed using only ETA indices show encouraging statistical and validation results. Based on the information obtained from developed QSPR models, we may conclude that molecular volume, branching pattern, presence of hydrophobic Cl atoms, cyclicity/fusion, polar environment, electron density, unsaturation content, hydrogen bonding propensity or hydrogen bond donor atoms, local topology, presence of heteroatoms and aromaticity are crucial factors in controlling the logKow and logKoc values of the compounds. The suggested explanatory features for different classes of chemicals or the whole diverse set can help in safer designing of chemicals, which is one of the primary agenda of the “Green Chemistry” program. |
| first_indexed | 2024-12-18T00:18:22Z |
| format | Article |
| id | doaj.art-03b2daa86dbf421e99247fb2db53c5a8 |
| institution | Directory Open Access Journal |
| issn | 0147-6513 |
| language | English |
| last_indexed | 2024-12-18T00:18:22Z |
| publishDate | 2021-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Ecotoxicology and Environmental Safety |
| spelling | doaj.art-03b2daa86dbf421e99247fb2db53c5a82022-12-21T21:27:25ZengElsevierEcotoxicology and Environmental Safety0147-65132021-01-01208111411QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indicesSapna Kumari Pandey0Kunal Roy1Drug Theoretics and Cheminformatics Laboratory, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, IndiaCorresponding author; Drug Theoretics and Cheminformatics Laboratory, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, IndiaOctanol-water partition coefficient (logKow) and soil organic carbon content normalized sorption coefficient (logKoc) values are two important physicochemical properties in the context of bioaccumulation and environmental fate of organic compounds and their environmental risk assessment. Simple, interpretable and easy-to-derive extended topochemical atom (ETA) indices obtained from 2D structural representation of compounds were used for quantitative structure-property relationship (QSPR) modeling of these two endpoints. Linear regression based models developed using only ETA indices show encouraging statistical and validation results. Based on the information obtained from developed QSPR models, we may conclude that molecular volume, branching pattern, presence of hydrophobic Cl atoms, cyclicity/fusion, polar environment, electron density, unsaturation content, hydrogen bonding propensity or hydrogen bond donor atoms, local topology, presence of heteroatoms and aromaticity are crucial factors in controlling the logKow and logKoc values of the compounds. The suggested explanatory features for different classes of chemicals or the whole diverse set can help in safer designing of chemicals, which is one of the primary agenda of the “Green Chemistry” program.http://www.sciencedirect.com/science/article/pii/S0147651320312483QSPRPartition coefficientSoil sorptionPLS |
| spellingShingle | Sapna Kumari Pandey Kunal Roy QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indices Ecotoxicology and Environmental Safety QSPR Partition coefficient Soil sorption PLS |
| title | QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indices |
| title_full | QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indices |
| title_fullStr | QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indices |
| title_full_unstemmed | QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indices |
| title_short | QSPR modeling of octanol-water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using Extended Topochemical Atom (ETA) indices |
| title_sort | qspr modeling of octanol water partition coefficient and organic carbon normalized sorption coefficient of diverse organic chemicals using extended topochemical atom eta indices |
| topic | QSPR Partition coefficient Soil sorption PLS |
| url | http://www.sciencedirect.com/science/article/pii/S0147651320312483 |
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