{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,15]],"date-time":"2026-09-15T12:16:29Z","timestamp":1789474589125,"version":"build-2803163510"},"reference-count":124,"publisher":"MDPI AG","issue":"14","license":[{"start":{"date-parts":[[2022,7,7]],"date-time":"2022-07-07T00:00:00Z","timestamp":1657152000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002301","name":"Ministry of Education and Research, Republic of Estonia through Estonian Research Council","doi-asserted-by":"publisher","award":["PRG1509"],"award-info":[{"award-number":["PRG1509"]}],"id":[{"id":"10.13039\/501100002301","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002301","name":"Ministry of Education and Research, Republic of Estonia through Estonian Research Council","doi-asserted-by":"publisher","award":["TK143"],"award-info":[{"award-number":["TK143"]}],"id":[{"id":"10.13039\/501100002301","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100008369","name":"European Union European Regional Development Fund through Foundation Archimedes","doi-asserted-by":"publisher","award":["PRG1509"],"award-info":[{"award-number":["PRG1509"]}],"id":[{"id":"10.13039\/100008369","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100008369","name":"European Union European Regional Development Fund through Foundation Archimedes","doi-asserted-by":"publisher","award":["TK143"],"award-info":[{"award-number":["TK143"]}],"id":[{"id":"10.13039\/100008369","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>Ionic liquids (ILs) are known for their unique characteristics as solvents and electrolytes. Therefore, new ILs are being developed and adapted as innovative chemical environments for different applications in which their properties need to be understood on a molecular level. Computational data-driven methods provide means for understanding of properties at molecular level, and quantitative structure\u2013property relationships (QSPRs) provide the framework for this. This framework is commonly used to study the properties of molecules in ILs as an environment. The opposite situation where the property is considered as a function of the ionic liquid does not exist. The aim of the present study was to supplement this perspective with new knowledge and to develop QSPRs that would allow the understanding of molecular interactions in ionic liquids based on the structure of the cationic moiety. A wide range of applications in electrochemistry, separation and extraction chemistry depends on the partitioning of solutes between the ionic liquid and the surrounding environment that is characterized by the gas-ionic liquid partition coefficient. To model this property as a function of the structure of a cationic counterpart, a series of ionic liquids was selected with a common bis-(trifluoromethylsulfonyl)-imide anion, [Tf2N]\u2212, for benzene, hexane and cyclohexane. MLR, SVR and GPR machine learning approaches were used to derive data-driven models and their performance was compared. The cross-validation coefficients of determination in the range 0.71\u20130.93 along with other performance statistics indicated a strong accuracy of models for all data series and machine learning methods. The analysis and interpretation of descriptors revealed that generally higher lipophilicity and dispersion interaction capability, and lower polarity in the cations induces a higher partition coefficient for benzene, hexane, cyclohexane and hydrocarbons in general. The applicability domain analysis of models concluded that there were no highly influential outliers and the models are applicable to a wide selection of cation families with variable size, polarity and aliphatic or aromatic nature.<\/jats:p>","DOI":"10.3390\/ijms23147534","type":"journal-article","created":{"date-parts":[[2022,7,7]],"date-time":"2022-07-07T22:11:47Z","timestamp":1657231907000},"page":"7534","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":23,"title":["Machine Learning Quantitative Structure\u2013Property Relationships as a Function of Ionic Liquid Cations for the Gas-Ionic Liquid Partition Coefficient of Hydrocarbons"],"prefix":"10.3390","volume":"23","author":[{"given":"Karl Marti","family":"Toots","sequence":"first","affiliation":[{"name":"Department of Chemistry, University of Tartu, 14a Ravila Street, 50411 Tartu, Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8189-4370","authenticated-orcid":false,"given":"Sulev","family":"Sild","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Tartu, 14a Ravila Street, 50411 Tartu, Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jaan","family":"Leis","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Tartu, 14a Ravila Street, 50411 Tartu, Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1177-7419","authenticated-orcid":false,"suffix":"Jr.","given":"William E.","family":"Acree","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of North Texas, 1155 Union Circle Drive #305070, Denton, TX 76203, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Uko","family":"Maran","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Tartu, 14a Ravila Street, 50411 Tartu, Estonia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,7,7]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"MacFarlane, D.R., Kar, M., and Pringle, J.M. (2017). An Introduction to Ionic Liquids. Fundamentals of Ionic Liquids, John Wiley & Sons, Ltd.","DOI":"10.1002\/9783527340033"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"3508","DOI":"10.1021\/cr1003248","article-title":"Room-Temperature Ionic Liquids: Solvents for Synthesis and Catalysis. 2","volume":"111","author":"Hallett","year":"2011","journal-title":"Chem. Rev."},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Wasserscheid, P., and Welton, T. (2007). Ionic Liquids in Synthesis, John Wiley & Sons, Ltd.. [2nd ed].","DOI":"10.1002\/9783527621194"},{"key":"ref_4","doi-asserted-by":"crossref","unstructured":"MacFarlane, D.R., Kar, M., and Pringle, J.M. (2017). Solvent Properties of Ionic Liquids: Applications in Synthesis and Separations. Fundamentals of Ionic Liquids, John Wiley & Sons, Ltd.","DOI":"10.1002\/9783527340033"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"2615","DOI":"10.1021\/cr050948h","article-title":"Catalysis in Ionic Liquids","volume":"107","author":"Hardacre","year":"2007","journal-title":"Chem. Rev."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"380","DOI":"10.1007\/s10562-014-1435-x","article-title":"Ionic Liquids in Catalysis","volume":"145","author":"Wasserscheid","year":"2015","journal-title":"Catal. Lett."},{"key":"ref_7","doi-asserted-by":"crossref","unstructured":"Benavente, J., and Rodr\u00edguez-Castell\u00f3n, E. (2011). Application of Electrochemical Impedance Spectroscopy (EIS) and X-ray Photoelectron Spectroscopy (XPS) to the Characterization of RTILs for Electrochemical Applications. Ionic Liquids: Applications and Perspectives, InTech.","DOI":"10.5772\/15704"},{"key":"ref_8","doi-asserted-by":"crossref","unstructured":"Liu, Y.-S., and Pan, G.-B. (2011). Ionic Liquids for the Future Electrochemical Applications. Ionic Liquids: Applications and Perspectives, InTech.","DOI":"10.5772\/14512"},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"Faridbod, F., Ganjali, M.R., Norouzi, P., Riahi, S., and Rashedi, H. (2011). Application of Room Temperature Ionic Liquids in Electrochemical Sensors and Biosensors. Ionic Liquids: Applications and Perspectives, InTech.","DOI":"10.5772\/14702"},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Ikeda, Y., Asanuma, N., and Ohashi, Y. (2011). Electrochemical Studies on Uranyl(VI) Chloride Complexes in 1-Butyl-3-Methyl- Imidazolium Based Ionic Liquids and Their Application to Pyro-Reprocessing and Treatment of Wastes Contaminated with Uranium. Ionic Liquids: Applications and Perspectives, InTech.","DOI":"10.5772\/14852"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"165683","DOI":"10.1155\/2012\/165683","article-title":"Nigam; Anirudh Batra; Mannan Boopathi; Beer Singh; Rajagopalan Vijayaraghavan. Applications of Ionic Liquids in Electrochemical Sensors and Biosensors","volume":"2012","author":"Singh","year":"2012","journal-title":"Int. J. Electrochem."},{"key":"ref_12","unstructured":"Angel, A.J. (2015). Torriero. Electrochemistry in Ionic Liquids, Springer International Publishing. [1st ed.]."},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"MacFarlane, D.R., Kar, M., and Pringle, J.M. (2017). Electrochemistry of and in Ionic Liquids. Fundamentals of Ionic Liquids, John Wiley & Sons, Ltd.","DOI":"10.1002\/9783527340033"},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"MacFarlane, D.R., Kar, M., and Pringle, J.M. (2017). Electrochemical Device Applications. Fundamentals of Ionic Liquids, John Wiley & Sons, Ltd.","DOI":"10.1002\/9783527340033"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Bogdanov, M., and Bogdanov, M. (2014). Ionic Liquids as Alternative Solvents for Extraction of Natural Products, Springer.","DOI":"10.1007\/978-3-662-43628-8_7"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.jchromb.2012.07.020","article-title":"Application of Ionic Liquid for Extraction and Separation of Bioactive Compounds from Plants","volume":"904","author":"Tang","year":"2012","journal-title":"J. Chromatogr. B"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"6984","DOI":"10.1021\/acs.chemrev.6b00550","article-title":"Ionic-Liquid-Mediated Extraction and Separation Processes for Bioactive Compounds: Past, Present, and Future Trends","volume":"117","author":"Ventura","year":"2017","journal-title":"Chem. Rev."},{"key":"ref_18","doi-asserted-by":"crossref","unstructured":"Xiao, J., Chen, G., and Li, N. (2018). Ionic Liquid Solutions as a Green Tool for the Extraction and Isolation of Natural Products. Molecules, 23.","DOI":"10.3390\/molecules23071765"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"6","DOI":"10.1016\/j.chroma.2007.11.109","article-title":"Ionic Liquids in Separation Techniques","volume":"1184","author":"Berthod","year":"2008","journal-title":"J. Chromatogr. A"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"2","DOI":"10.1016\/j.chroma.2017.09.044","article-title":"Recent Advances on Ionic Liquid Uses in Separation Techniques","volume":"1559","author":"Berthod","year":"2018","journal-title":"J. Chromatogr. A"},{"key":"ref_21","first-page":"1009","article-title":"Ionic Liquids as Solvents in Separation Processes","volume":"1","author":"Flieger","year":"2014","journal-title":"Austin. J. Anal. Pharm. Chem"},{"key":"ref_22","doi-asserted-by":"crossref","unstructured":"Kokorin, A. (2011). Ionic Liquids: Applications and Perspectives, InTech.","DOI":"10.5772\/1782"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"527","DOI":"10.1146\/annurev-chembioeng-060713-040024","article-title":"Ionic Liquids in Pharmaceutical Applications","volume":"5","author":"Marrucho","year":"2014","journal-title":"Annu. Rev. Chem. Biomol. Eng."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"403","DOI":"10.1016\/j.molliq.2018.09.005","article-title":"An Approach to Classification and Hi-Tech Applications of Room-Temperature Ionic Liquids (RTILs): A Review","volume":"271","author":"Javed","year":"2018","journal-title":"J. Mol. Liq."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"4565","DOI":"10.1007\/s00216-018-1125-4","article-title":"Ionic Liquids as Tunable Materials in (Bio)Analytical Chemistry","volume":"410","author":"Anderson","year":"2018","journal-title":"Anal. Bioanal. Chem."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Itoh, T., and Koo, Y.-M. (2019). Application of Ionic Liquids in Biotechnology, Springer International Publishing. Advances in Biochemical Engineering\/Biotechnology.","DOI":"10.1007\/978-3-030-23081-4"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"21","DOI":"10.1016\/j.cis.2014.07.002","article-title":"Inverse Gas Chromatography Applications: A Review","volume":"212","author":"Waters","year":"2014","journal-title":"Adv. Colloid Interface Sci."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"8207","DOI":"10.1021\/jp202010w","article-title":"Limiting Activity Coefficients and Gas\u2013Liquid Partition Coefficients of Various Solutes in Piperidinium Ionic Liquids: Measurements and LSER Calculations","volume":"115","year":"2011","journal-title":"J. Phys. Chem. B"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"177","DOI":"10.1080\/10408340500304016","article-title":"Ionic Liquids in Chemical Analysis","volume":"35","author":"Koel","year":"2005","journal-title":"Crit. Rev. Anal. Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"4771","DOI":"10.1021\/acssuschemeng.6b00972","article-title":"Tuning Task-Specific Ionic Liquids for the Extractive Desulfurization of Liquid Fuel","volume":"4","author":"Zhao","year":"2016","journal-title":"ACS Sustain. Chem. Eng."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"4099","DOI":"10.15376\/biores.10.3.4099-4109","article-title":"Tuning Solute Partitioning Coefficients in a Biphasic Ionic Liquid\/Water System to Facilitate Extraction of Lignin-Oxidized Aromatics","volume":"10","author":"Tian","year":"2015","journal-title":"BioResources"},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"208","DOI":"10.1002\/pola.11015","article-title":"Tuning the Solubility of Polymerized Ionic Liquids by Simple Anion-Exchange Reactions","volume":"42","author":"Marcilla","year":"2004","journal-title":"J. Polym. Sci. Part Polym. Chem."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"553","DOI":"10.1016\/j.ijpharm.2013.08.010","article-title":"Evaluation of Solubility and Partition Properties of Ampicillin-Based Ionic Liquids","volume":"456","author":"Florindo","year":"2013","journal-title":"Int. J. Pharm."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Speight, J.G. (2018). Molecular Interactions, Partitioning, and Thermodynamics. Reaction Mechanisms in Environmental Engineering, Elsevier.","DOI":"10.1016\/B978-0-12-804422-3.00009-2"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1039\/cs9932200073","article-title":"Scales of Solute Hydrogen-Bonding: Their Construction and Application to Physicochemical and Biochemical Processes","volume":"22","author":"Abraham","year":"1993","journal-title":"Chem. Soc. Rev."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"14247","DOI":"10.1021\/ja028156h","article-title":"Characterizing Ionic Liquids On the Basis of Multiple Solvation Interactions","volume":"124","author":"Anderson","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"4851","DOI":"10.1021\/ac0345749","article-title":"High-Stability Ionic Liquids. A New Class of Stationary Phases for Gas Chromatography","volume":"75","author":"Anderson","year":"2003","journal-title":"Anal. Chem."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"6453","DOI":"10.1021\/ac051006f","article-title":"Immobilized Ionic Liquids as High-Selectivity\/High-Temperature\/High-Stability Gas Chromatography Stationary Phases","volume":"77","author":"Anderson","year":"2005","journal-title":"Anal. Chem."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"906","DOI":"10.1039\/b606279b","article-title":"Comparative Analysis of Solvation and Selectivity in Room Temperature Ionic Liquids Using the Abraham Linear Free Energy Relationship","volume":"8","author":"Abraham","year":"2006","journal-title":"Green Chem."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"1441","DOI":"10.1002\/jctb.1589","article-title":"The Analysis of Solvation in Ionic Liquids and Organic Solvents Using the Abraham Linear Free Energy Relationship","volume":"81","author":"Acree","year":"2006","journal-title":"J. Chem. Technol. Biotechnol."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"3883","DOI":"10.1021\/ie901776z","article-title":"Prediction of Partition Coefficients of Organic Compounds in Ionic Liquids: Use of a Linear Solvation Energy Relationship with Parameters Calculated through a Group Contribution Method","volume":"49","author":"Revelli","year":"2010","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"733","DOI":"10.1080\/00319104.2018.1519713","article-title":"Development of Abraham Model IL-Specific Correlations for N-Triethyl(Octyl)Ammonium Bis(Fluorosulfonyl)Imide and 1-Butyl-3-Methylpyrrolidinium Bis(Fluorosulfonyl)Imide","volume":"57","author":"Yue","year":"2018","journal-title":"Phys. Chem. Liq."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"113983","DOI":"10.1016\/j.molliq.2020.113983","article-title":"Development of Abraham Model Correlations for Short-Chain Glycol-Grafted Imidazolium and Pyridinium Ionic Liquids from Inverse Gas-Chromatographic Measurements","volume":"317","author":"Mutelet","year":"2020","journal-title":"J. Mol. Liq."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"575","DOI":"10.1080\/00319104.2020.1774879","article-title":"Abraham Solvation Parameter Model: Calculation of Ion-Specific Equation Coefficients for the N-Ethyl-N-Methylmorpholinium and N-Octyl-N-Methylmorpholinium Cations","volume":"59","author":"Churchill","year":"2020","journal-title":"Phys. Chem. Liq."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"1123","DOI":"10.1021\/ci7000428","article-title":"Characterization of Room-Temperature Ionic Liquids by the Abraham Model with Cation-Specific and Anion-Specific Equation Coefficients","volume":"47","author":"Sprunger","year":"2007","journal-title":"J. Chem. Inf. Model."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"1085","DOI":"10.1021\/je700607b","article-title":"Quantitative Structure\u2013Property Relationship Studies on Ostwald Solubility and Partition Coefficients of Organic Solutes in Ionic Liquids","volume":"53","author":"Katritzky","year":"2008","journal-title":"J. Chem. Eng. Data"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"43","DOI":"10.1016\/j.molliq.2014.03.012","article-title":"QSPR Prediction of Gas-to-Ionic Liquid Partition Coefficient of Organic Solutes Dissolved in 1-(2-Hydroxyethyl)-1-Methylimidazolium Tris(Pentafluoroethyl)Trifluorophosphate Using the Replacement Method and Support Vector Regression","volume":"196","author":"Khooshechin","year":"2014","journal-title":"J. Mol. Liq."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"117573","DOI":"10.1016\/j.molliq.2021.117573","article-title":"The Quantitative Structure-Property Relationships for the Gas-Ionic Liquid Partition Coefficient of a Large Variety of Organic Compounds in Three Ionic Liquids","volume":"343","author":"Toots","year":"2021","journal-title":"J. Mol. Liq."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"1794","DOI":"10.1021\/ci034120c","article-title":"A General Treatment of Solubility. 1. The QSPR Correlation of Solvation Free Energies of Single Solutes in Series of Solvents","volume":"43","author":"Katritzky","year":"2003","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"1806","DOI":"10.1021\/ci034122x","article-title":"A General Treatment of Solubility. 2. QSPR Prediction of Free Energies of Solvation of Specified Solutes in Ranges of Solvents","volume":"43","author":"Katritzky","year":"2003","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"913","DOI":"10.1021\/ci0496189","article-title":"A General Treatment of Solubility. 3. Principal Component Analysis (PCA) of the Solubilities of Diverse Solutes in Diverse Solvents","volume":"45","author":"Katritzky","year":"2005","journal-title":"J. Chem. Inf. Model."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"1275","DOI":"10.1021\/ci1000828","article-title":"A General Treatment of Solubility 4. Description and Analysis of a PCA Model for Ostwald Solubility Coefficients","volume":"50","author":"Tulp","year":"2010","journal-title":"J. Chem. Inf. Model."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"358","DOI":"10.1021\/ci000124v","article-title":"Correlation of the Solubilities of Gases and Vapors in Methanol and Ethanol with Their Molecular Structures","volume":"41","author":"Katritzky","year":"2001","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"913","DOI":"10.1021\/ci970027a","article-title":"Prediction of Melting Points for the Substituted Benzenes: A QSPR Approach","volume":"37","author":"Katritzky","year":"1997","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"205","DOI":"10.1016\/j.jmgm.2017.06.019","article-title":"Chemical Structure and Correlation Analysis of HIV-1 NNRT and NRT Inhibitors and Database-Curated, Published Inhibition Constants with Chemical Structure in Diverse Datasets","volume":"76","author":"Viira","year":"2017","journal-title":"J. Mol. Graph. Model."},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"757","DOI":"10.1080\/1062936X.2011.623317","article-title":"Quantitative Structure\u2013Activity Relationship Analysis of Acute Toxicity of Diverse Chemicals to Daphnia Magna with Whole Molecule Descriptors","volume":"22","author":"Moosus","year":"2011","journal-title":"SAR QSAR Environ. Res."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"23","DOI":"10.1016\/j.chemosphere.2013.06.088","article-title":"Measurement of Baseline Toxicity and QSAR Analysis of 50 Non-Polar and 58 Polar Narcotic Chemicals for the Alga Pseudokirchneriella Subcapitata","volume":"96","author":"Aruoja","year":"2014","journal-title":"Chemosphere"},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"967","DOI":"10.1080\/1062936X.2014.969310","article-title":"Classifying Bio-Concentration Factor with Random Forest Algorithm, Influence of the Bio-Accumulative vs. Non-Bio-Accumulative Compound Ratio to Modelling Result, and Applicability Domain for Random Forest Model","volume":"25","author":"Piir","year":"2014","journal-title":"SAR QSAR Environ. Res."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"2442","DOI":"10.1021\/acs.jcim.8b00833","article-title":"Logistic Classification Models for PH\u2013Permeability Profile: Predicting Permeability Classes for the Biopharmaceutical Classification System","volume":"59","author":"Oja","year":"2019","journal-title":"J. Chem. Inf. Model."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"128313","DOI":"10.1016\/j.chemosphere.2020.128313","article-title":"Binary and Multi-Class Classification for Androgen Receptor Agonists, Antagonists and Binders","volume":"262","author":"Piir","year":"2021","journal-title":"Chemosphere"},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"4016","DOI":"10.1021\/acsaem.8b00708","article-title":"Quantitative Nano-Structure\u2013Property Relationships for the Nanoporous Carbon: Predicting the Performance of Energy Storage Materials","volume":"1","author":"Maran","year":"2018","journal-title":"ACS Appl. Energy Mater."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"494","DOI":"10.1016\/j.carbon.2019.11.017","article-title":"Characterization and Prediction of Double-Layer Capacitance of Nanoporous Carbon Materials Using the Quantitative Nano-Structure-Property Relationship Approach Based on Experimentally Determined Porosity Descriptors","volume":"158","author":"Arulepp","year":"2020","journal-title":"Carbon"},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"162093","DOI":"10.1016\/j.jallcom.2021.162093","article-title":"Fabrication of High Performance Supercapacitors Based on Ethyl Methyl Imidazolium Bis(Trifluoromethylsulfonyl) Imide (EMIMTFSI)-Decorated Reduced Graphene Oxide (RGO)","volume":"892","author":"Mohsenipour","year":"2022","journal-title":"J. Alloys Compd."},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"118534","DOI":"10.1016\/j.molliq.2022.118534","article-title":"Adsorption of Cr (VI), and Pb (II) from Aqueous Solution by 1-Butyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide Functionalized Biomass Hazel Sterculia (Sterculia foetida L.)","volume":"350","author":"Gollakota","year":"2022","journal-title":"J. Mol. Liq."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"128160","DOI":"10.1016\/j.jhazmat.2021.128160","article-title":"Anticancer Potential and through Study of the Cytotoxicity Mechanism of Ionic Liquids That Are Based on the Trifluoromethanesulfonate and Bis (Trifluoromethylsulfonyl)Imide Anions","volume":"427","author":"Kuczak","year":"2022","journal-title":"J. Hazard. Mater."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"113211","DOI":"10.1016\/j.fluid.2021.113211","article-title":"Functionalized Imidazolium Bis(Trifluoromethylsulfonyl)Imide Ionic Liquids for Gas Sensors: Solubility of H2, O2 and SO2","volume":"549","author":"Doblinger","year":"2021","journal-title":"Fluid Phase Equilibria"},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"116420","DOI":"10.1016\/j.molliq.2021.116420","article-title":"Efficient Esterification of Curcumin in Bis(Trifluoromethylsulfonyl)Imide-Based Ionic Liquids","volume":"337","author":"Gano","year":"2021","journal-title":"J. Mol. Liq."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"104572","DOI":"10.1016\/j.microc.2019.104572","article-title":"An Ultrasensitive Electroanalytical Sensor Based on MgO\/SWCNTs- 1-Butyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide Paste Electrode for the Determination of Ferulic Acid in the Presence Sulfite in Food Samples","volume":"154","author":"Zabihpour","year":"2020","journal-title":"Microchem. J."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"106403","DOI":"10.1016\/j.jct.2021.106403","article-title":"Tetrathiocyanatocobaltate and Bis(Trifluoromethylsulfonyl)Imide-Based Ionic Liquids as Mass Agents in the Separation of Cyclohexane and Cyclohexene Mixtures by Homogeneous Extractive Distillation","volume":"157","author":"Ayuso","year":"2021","journal-title":"J. Chem. Thermodyn."},{"key":"ref_70","first-page":"1039","article-title":"Electrotopological State Indices for Atom Types: A Novel Combination of Electronic, Topological, and Valence State Information","volume":"35","author":"Hall","year":"1995","journal-title":"J. Chem. Inf. Model."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"4","DOI":"10.1186\/s13321-018-0258-y","article-title":"Mordred: A Molecular Descriptor Calculator","volume":"10","author":"Moriwaki","year":"2018","journal-title":"J. Cheminform."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"264","DOI":"10.1016\/0022-1902(58)80003-2","article-title":"A Scale of Electronegativity Based on Electrostatic Force","volume":"5","author":"Allred","year":"1958","journal-title":"J. Inorg. Nucl. Chem."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"63","DOI":"10.1016\/j.jct.2014.04.024","article-title":"Thermodynamics and Activity Coefficients at Infinite Dilution for Organic Solutes, Water and Diols in the Ionic Liquid Choline Bis(Trifluoromethylsulfonyl)Imide","volume":"77","author":"Papis","year":"2014","journal-title":"J. Chem. Thermodyn."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"295","DOI":"10.1016\/j.molliq.2016.07.012","article-title":"Infinite Dilution Activity Coefficients of Solutes Dissolved in Anhydrous Alkyl(Dimethyl)Isopropylammonium Bis(Trifluoromethylsulfonyl)Imide Ionic Liquids Containing Functionalized- and Nonfunctionalized-Alkyl Chains","volume":"222","author":"Mutelet","year":"2016","journal-title":"J. Mol. Liq."},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"2434","DOI":"10.1021\/je900838a","article-title":"Study of Ether-, Alcohol-, or Cyano-Functionalized Ionic Liquids Using Inverse Gas Chromatography","volume":"55","author":"Revelli","year":"2010","journal-title":"J. Chem. Eng. Data"},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"3106","DOI":"10.1021\/je200195q","article-title":"Activity Coefficients at Infinite Dilution of Organic Compounds in Four New Imidazolium-Based Ionic Liquids","volume":"56","author":"Mutelet","year":"2011","journal-title":"J. Chem. Eng. Data"},{"key":"ref_77","doi-asserted-by":"crossref","first-page":"234","DOI":"10.1021\/je9003178","article-title":"Partition Coefficients of Organic Compounds in New Imidazolium and Tetralkylammonium Based Ionic Liquids Using Inverse Gas Chromatography","volume":"55","author":"Mutelet","year":"2010","journal-title":"J. Chem. Eng. Data"},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"3688","DOI":"10.1021\/je200637v","article-title":"Partition Coefficients of Organic Compounds in Four New Tetraalkylammonium Bis(Trifluoromethylsulfonyl)Imide Ionic Liquids Using Inverse Gas Chromatography","volume":"56","author":"Acree","year":"2011","journal-title":"J. Chem. Eng. Data"},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"977","DOI":"10.1021\/je800754w","article-title":"Activity Coefficients at Infinite Dilution of Organic Compounds in Trihexyl(Tetradecyl)Phosphonium Bis(Trifluoromethylsulfonyl)Imide Using Inverse Gas Chromatography","volume":"54","author":"Revelli","year":"2009","journal-title":"J. Chem. Eng. Data"},{"key":"ref_80","doi-asserted-by":"crossref","first-page":"2210","DOI":"10.1021\/je4001894","article-title":"Activity Coefficients at Infinite Dilution for Organic Solutes Dissolved in Three 1-Alkyl-1-Methylpyrrolidinium Bis(Trifluoromethylsulfonyl)Imide Ionic Liquids Bearing Short Linear Alkyl Side Chains of Three to Five Carbons","volume":"58","author":"Mutelet","year":"2013","journal-title":"J. Chem. Eng. Data"},{"key":"ref_81","doi-asserted-by":"crossref","first-page":"3510","DOI":"10.1021\/je300692s","article-title":"Activity Coefficients at Infinite Dilution for Organic Compounds Dissolved in 1-Alkyl-1-Methylpyrrolidinium Bis(Trifluoromethylsulfonyl)Imide Ionic Liquids Having Six-, Eight-, and Ten-Carbon Alkyl Chains","volume":"57","author":"Acree","year":"2012","journal-title":"J. Chem. Eng. Data"},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"2000","DOI":"10.1007\/s10953-011-9770-7","article-title":"Correlation of the Solubilizing Abilities of Hexyl(Trimethyl)Ammonium Bis((Trifluoromethyl)Sulfonyl)Imide, 1-Propyl-1-Methylpiperidinium Bis((Trifluoromethyl)Sulfonyl)Imide, and 1-Butyl-1-Methyl-Pyrrolidinium Thiocyanate","volume":"40","author":"Grubbs","year":"2011","journal-title":"J. Solut. Chem."},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"176","DOI":"10.1016\/j.molliq.2015.12.029","article-title":"Activity Coefficients at Infinite Dilution for Organic Solutes Dissolved in Two 1-Alkylquinuclidinium Bis(Trifluoromethylsulfonyl)Imides Bearing Alkyl Side Chains of Six and Eight Carbons","volume":"215","author":"Ayad","year":"2016","journal-title":"J. Mol. Liq."},{"key":"ref_84","doi-asserted-by":"crossref","first-page":"453","DOI":"10.1080\/00319104.2018.1491045","article-title":"Infinite Dilution Activity Coefficients and Gas-to-Liquid Partition Coefficients of Organic Solutes Dissolved in 1-Sec-Butyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide and in 1-Tert-Butyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl)Imide","volume":"57","author":"Mutelet","year":"2018","journal-title":"Phys. Chem. Liq."},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"308","DOI":"10.1007\/s10953-018-0720-5","article-title":"Infinite Dilution Activity Coefficients and Gas-to-Liquid Partition Coefficients of Organic Solutes Dissolved in 1-Benzylpyridinium Bis(Trifluoromethylsulfonyl)Imide and 1-Cyclohexylmethyl-1-Methylpyrrolidinium Bis(Trifluoromethylsulfonyl)Imide","volume":"47","author":"Mutelet","year":"2018","journal-title":"J. Solut. Chem."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"550","DOI":"10.1016\/j.molliq.2017.07.036","article-title":"Study of Benzyl- or Cyclohexyl-Functionalized Ionic Liquids Using Inverse Gas Chromatography","volume":"242","author":"Mutelet","year":"2017","journal-title":"J. Mol. Liq."},{"key":"ref_87","doi-asserted-by":"crossref","first-page":"89","DOI":"10.1016\/j.molliq.2016.08.028","article-title":"Activity Coefficients at Infinite Dilution for Organic Solutes Dissolved in Two 1,2,3-Tris(Diethylamino)Cyclopenylium Based Room Temperature Ionic Liquids","volume":"223","author":"Baelhadj","year":"2016","journal-title":"J. Mol. Liq."},{"key":"ref_88","doi-asserted-by":"crossref","first-page":"154","DOI":"10.1016\/j.fluid.2009.08.017","article-title":"Activity Coefficients at Infinite Dilution Measurements for Organic Solutes and Water in the 1-Hexyloxymethyl-3-Methyl-Imidazolium and 1,3-Dihexyloxymethyl-Imidazolium Bis(Trifluoromethylsulfonyl)-Imide Ionic Liquids\u2014The Cation Influence","volume":"286","author":"Marciniak","year":"2009","journal-title":"Fluid Phase Equilibria"},{"key":"ref_89","doi-asserted-by":"crossref","first-page":"39","DOI":"10.1016\/j.jct.2016.06.028","article-title":"Thermodynamics and Selectivity of Separation Based on Activity Coefficients at Infinite Dilution of Various Solutes in 1-Allyl-3-Methylimidazolium Bis{(Trifluoromethyl)Sulfonyl}imide Ionic Liquid","volume":"102","year":"2016","journal-title":"J. Chem. Thermodyn."},{"key":"ref_90","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.fluid.2017.06.001","article-title":"High Selective Water\/Butan-1-Ol Separation on Investigation of Limiting Activity Coefficients with [P8,8,8,8][NTf2] Ionic Liquid","volume":"449","author":"Zawadzki","year":"2017","journal-title":"Fluid Phase Equilibria"},{"key":"ref_91","doi-asserted-by":"crossref","first-page":"499","DOI":"10.1016\/j.jct.2010.10.026","article-title":"Measurements of Activity Coefficients at Infinite Dilution of Organic Compounds and Water in Isoquinolinium-Based Ionic Liquid [C8iQuin][NTf2] Using GLC","volume":"43","author":"Zawadzki","year":"2011","journal-title":"J. Chem. Thermodyn."},{"key":"ref_92","doi-asserted-by":"crossref","first-page":"76","DOI":"10.1016\/j.jct.2016.08.008","article-title":"Thermodynamics and Limiting Activity Coefficients Measurements for Organic Solutes and Water in the Ionic Liquid 1-Dodecyl-3-Methylimidzolium Bis(Trifluoromethylsulfonyl) Imide","volume":"103","year":"2016","journal-title":"J. Chem. Thermodyn."},{"key":"ref_93","doi-asserted-by":"crossref","first-page":"434","DOI":"10.1021\/je0503554","article-title":"Thermodynamic Properties of Mixtures Containing Ionic Liquids. 8. Activity Coefficients at Infinite Dilution of Hydrocarbons, Alcohols, Esters, and Aldehydes in 1-Hexyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl) Imide Using Gas\u2212Liquid Chromatography","volume":"51","author":"Heintz","year":"2006","journal-title":"J. Chem. Eng. Data"},{"key":"ref_94","doi-asserted-by":"crossref","first-page":"1411","DOI":"10.1021\/je0200517","article-title":"Measurement of Activity Coefficients at Infinite Dilution in Ionic Liquids Using the Dilutor Technique","volume":"47","author":"Krummen","year":"2002","journal-title":"J. Chem. Eng. Data"},{"key":"ref_95","doi-asserted-by":"crossref","first-page":"115","DOI":"10.1016\/j.jct.2016.07.017","article-title":"Separation of Aliphatic from Aromatic Hydrocarbons and Sulphur Compounds from Fuel Based on Measurements of Activity Coefficients at Infinite Dilution for Organic Solutes and Water in the Ionic Liquid N,N-Diethyl-N-Methyl-N-(2-Methoxy-Ethyl)Ammonium Bis(Trifluoromethylsulfonyl)Imide","volume":"103","year":"2016","journal-title":"J. Chem. Thermodyn."},{"key":"ref_96","doi-asserted-by":"crossref","first-page":"754","DOI":"10.1016\/j.jct.2008.12.005","article-title":"Activity Coefficients at Infinite Dilution Measurements for Organic Solutes and Water in the Ionic Liquid Triethylsulphonium Bis(Trifluoromethylsulfonyl)Imide","volume":"41","author":"Marciniak","year":"2009","journal-title":"J. Chem. Thermodyn."},{"key":"ref_97","doi-asserted-by":"crossref","first-page":"218","DOI":"10.1080\/00319104.2016.1191634","article-title":"Abraham Model Ion-Specific Equation Coefficients for the 1-Butyl-2,3-Dimethyimidazolium and 4-Cyano-1-Butylpyridinium Cations Calculated from Measured Gas-to-Liquid Partition Coefficient Data","volume":"55","author":"Lu","year":"2017","journal-title":"Phys. Chem. Liq."},{"key":"ref_98","doi-asserted-by":"crossref","first-page":"137","DOI":"10.1016\/j.jct.2012.01.019","article-title":"Activity Coefficients at Infinite Dilution and Physicochemical Properties for Organic Solutes and Water in the Ionic Liquid 1-(2-Methoxyethyl)-1-Methylpiperidinium Bis(Trifluoromethylsulfonyl)-Amide","volume":"49","author":"Marciniak","year":"2012","journal-title":"J. Chem. Thermodyn."},{"key":"ref_99","doi-asserted-by":"crossref","first-page":"154","DOI":"10.1016\/j.jct.2015.02.024","article-title":"Activity Coefficients at Infinite Dilution and Physicochemical Properties for Organic Solutes and Water in the Ionic Liquid 4-(3-Hydroxypropyl)-4-Methylmorpholinium Bis(Trifluoromethylsulfonyl)-Amide","volume":"86","author":"Marciniak","year":"2015","journal-title":"J. Chem. Thermodyn."},{"key":"ref_100","doi-asserted-by":"crossref","first-page":"382","DOI":"10.1016\/j.jct.2011.11.021","article-title":"Activity Coefficients at Infinite Dilution and Physicochemical Properties for Organic Solutes and Water in the Ionic Liquid 4-(2-Methoxyethyl)-4-Methylmorpholinium Bis(Trifluoromethylsulfonyl)-Amide","volume":"47","author":"Marciniak","year":"2012","journal-title":"J. Chem. Thermodyn."},{"key":"ref_101","doi-asserted-by":"crossref","first-page":"1446","DOI":"10.1016\/j.jct.2011.04.018","article-title":"Activity Coefficients at Infinite Dilution and Physicochemical Properties for Organic Solutes and Water in the Ionic Liquid 1-(3-Hydroxypropyl)Pyridinium Bis(Trifluoromethylsulfonyl)-Amide","volume":"43","author":"Marciniak","year":"2011","journal-title":"J. Chem. Thermodyn."},{"key":"ref_102","doi-asserted-by":"crossref","first-page":"37","DOI":"10.1016\/j.fluid.2004.08.039","article-title":"Activity Coefficients at Infinite Dilution of Various Solutes in the Ionic Liquids [MMIM]+[CH3SO4]\u2212, [MMIM]+[CH3OC2H4SO4]\u2212, [MMIM]+[(CH3)2PO4]\u2212, [C5H5NC2H5]+[(CF3SO2)2N]\u2212 and [C5H5NH]+[C2H5OC2H4OSO3]\u2212","volume":"226","author":"Kato","year":"2004","journal-title":"Fluid Phase Equilibria"},{"key":"ref_103","doi-asserted-by":"crossref","first-page":"894","DOI":"10.1021\/je0103115","article-title":"Thermodynamic Properties of Mixtures Containing Ionic Liquids. 2. Activity Coefficients at Infinite Dilution of Hydrocarbons and Polar Solutes in 1-Methyl-3-Ethyl-Imidazolium Bis(Trifluoromethyl-Sulfonyl) Amide and in 1,2-Dimethyl-3-Ethyl-Imidazolium Bis(Trifluoromethyl-Sulfonyl) Amide Using Gas\u2212Liquid Chromatography","volume":"47","author":"Heintz","year":"2002","journal-title":"J. Chem. Eng. Data"},{"key":"ref_104","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/j.molliq.2016.04.059","article-title":"Application of 1-Butyl-3-Methylimidazolium Bis(Trifluoromethylsulfonyl) Imide Ionic Liquid for the Different Types of Separations Problem: Activity Coefficients at Infinite Dilution Measurements Using Gas-Liquid Chromatography Technique","volume":"220","author":"Singh","year":"2016","journal-title":"J. Mol. Liq."},{"key":"ref_105","doi-asserted-by":"crossref","first-page":"169","DOI":"10.1016\/j.jct.2013.01.005","article-title":"Experimental and Theoretical Study on Infinite Dilution Activity Coefficients of Various Solutes in Piperidinium Ionic Liquids","volume":"60","year":"2013","journal-title":"J. Chem. Thermodyn."},{"key":"ref_106","doi-asserted-by":"crossref","first-page":"1350","DOI":"10.1016\/j.jct.2009.06.011","article-title":"Activity Coefficients at Infinite Dilution Measurements for Organic Solutes and Water in the Ionic Liquid 4-Methyl-N-Butyl-Pyridinium Bis(Trifluoromethylsulfonyl)-Imide","volume":"41","author":"Marciniak","year":"2009","journal-title":"J. Chem. Thermodyn."},{"key":"ref_107","doi-asserted-by":"crossref","first-page":"648","DOI":"10.1021\/je050440b","article-title":"Thermodynamic Properties of Mixtures Containing Ionic Liquids. 9. Activity Coefficients at Infinite Dilution of Hydrocarbons, Alcohols, Esters, and Aldehydes in Trimethyl-Butylammonium Bis(Trifluoromethylsulfonyl) Imide Using Gas\u2212Liquid Chromatography and Static Method","volume":"51","author":"Heintz","year":"2006","journal-title":"J. Chem. Eng. Data"},{"key":"ref_108","doi-asserted-by":"crossref","first-page":"2277","DOI":"10.1021\/je700297c","article-title":"Solubilities of the Gaseous and Liquid Solutes and Their Thermodynamics of Solubilization in the Novel Room-Temperature Ionic Liquids at Infinite Dilution by Gas Chromatography","volume":"52","author":"Zhang","year":"2007","journal-title":"J. Chem. Eng. Data"},{"key":"ref_109","doi-asserted-by":"crossref","first-page":"256","DOI":"10.1016\/j.jct.2009.08.012","article-title":"Activity Coefficients at Infinite Dilution for Solutes in the Trioctylmethylammonium Bis(Trifluoromethylsulfonyl)Imide Ionic Liquid Using Gas\u2013Liquid Chromatography","volume":"42","author":"Gwala","year":"2010","journal-title":"J. Chem. Thermodyn."},{"key":"ref_110","first-page":"31","article-title":"SMILES, a Chemical Language and Information System. 1. Introduction to Methodology and Encoding Rules","volume":"28","author":"Weininger","year":"1988","journal-title":"J. Chem. Inf. Model."},{"key":"ref_111","unstructured":"Landrum, G., Kelley, B., Tosco, P., Schneider, N., Vianello, R., Dalke, A., Cole, B., and Savelyev, A. (2022, July 06). rdkit\/rdkit: 2018_09_3 (Q3 2018) Release (Release_2018_09_3), 2019, Zenodo. Available online: https:\/\/doi.org\/10.5281\/zenodo.2608859."},{"key":"ref_112","first-page":"1","article-title":"Fitting a Model to Data","volume":"Volume 62","author":"Brook","year":"1985","journal-title":"Applied Regression Analysis and Experimental Design"},{"key":"ref_113","doi-asserted-by":"crossref","first-page":"4680","DOI":"10.1109\/TIT.2011.2146090","article-title":"Orthogonal Matching Pursuit for Sparse Signal Recovery With Noise","volume":"57","author":"Cai","year":"2011","journal-title":"IEEE Trans. Inf. Theory"},{"key":"ref_114","first-page":"2825","article-title":"Scikit-Learn: Machine Learning in Python","volume":"12","author":"Pedregosa","year":"2011","journal-title":"J. Mach. Learn. Res."},{"key":"ref_115","doi-asserted-by":"crossref","unstructured":"Sch\u00f6lkopf, B., and Smola, A.J. (2001). A Tutorial Introduction. Learning with Kernels. Support Vector Machines, Regularization, Optimization, and Beyond, The MIT Press. Adaptive Computation and Machine Learning.","DOI":"10.7551\/mitpress\/4175.001.0001"},{"key":"ref_116","doi-asserted-by":"crossref","unstructured":"Flach, P. (2012). Linear Models. Machine Learning. The Art and Science of Algorithms that Make Sense of Data, Cambridge University Press.","DOI":"10.1017\/CBO9780511973000"},{"key":"ref_117","doi-asserted-by":"crossref","unstructured":"Rasmussen, C.E., and Williams, C.K.I. (2006). Regression. Gaussian Processes for Machine Learning, The MIT Press. Adaptive Computation and Machine Learning.","DOI":"10.7551\/mitpress\/3206.001.0001"},{"key":"ref_118","unstructured":"Scikit-Learn Developers (2022, July 06). Gaussian Processes. Available online: https:\/\/scikit-learn.org\/stable\/modules\/gaussian_process.html."},{"key":"ref_119","doi-asserted-by":"crossref","first-page":"2320","DOI":"10.1021\/ci200211n","article-title":"Real External Predictivity of QSAR Models: How To Evaluate It? Comparison of Different Validation Criteria and Proposal of Using the Concordance Correlation Coefficient","volume":"51","author":"Chirico","year":"2011","journal-title":"J. Chem. Inf. Model."},{"key":"ref_120","doi-asserted-by":"crossref","unstructured":"Sild, S., Piir, G., Neagu, D., and Maran, U. (2019). CHAPTER 6:Storing and Using Qualitative and Quantitative Structure\u2013Activity Relationships in the Era of Toxicological and Chemical Data Expansion. Big Data in Predictive Toxicology, Royal Society of Chemistry.","DOI":"10.1039\/9781782623656-00185"},{"key":"ref_121","doi-asserted-by":"crossref","first-page":"126001","DOI":"10.1289\/EHP3264","article-title":"Best Practices for QSAR Model Reporting: Physical and Chemical Properties, Ecotoxicity, Environmental Fate, Human Health, and Toxicokinetics Endpoints","volume":"126","author":"Piir","year":"2018","journal-title":"Environ. Health Perspect."},{"key":"ref_122","doi-asserted-by":"crossref","first-page":"32","DOI":"10.1186\/s13321-015-0082-6","article-title":"QSAR DataBank Repository: Open and Linked Qualitative and Quantitative Structure\u2013Activity Relationship Models","volume":"7","author":"Ruusmann","year":"2015","journal-title":"J. Cheminform."},{"key":"ref_123","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1186\/1758-2946-6-25","article-title":"QSAR DataBank\u2014An approach for the digital organization and archiving of QSAR model information","volume":"6","author":"Ruusmann","year":"2014","journal-title":"J Cheminform."},{"key":"ref_124","doi-asserted-by":"crossref","unstructured":"Toots, K.M., Sild, S., Leis, J., Acree, W.E., and Maran, U. (2022, July 06). Data for: Machine Learning Quantitative Structure-Property Relationships as a Function of Ionic Liquid Cations for The Gas-Ionic Liquid Partition Coefficient of Hydrocarbons; QDB.256; QsarDB Repository, 2022. Available online: https:\/\/doi.org\/10.15152\/QDB.256.","DOI":"10.3390\/ijms23147534"}],"container-title":["International Journal of Molecular Sciences"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1422-0067\/23\/14\/7534\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T23:44:01Z","timestamp":1760139841000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1422-0067\/23\/14\/7534"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,7,7]]},"references-count":124,"journal-issue":{"issue":"14","published-online":{"date-parts":[[2022,7]]}},"alternative-id":["ijms23147534"],"URL":"https:\/\/doi.org\/10.3390\/ijms23147534","relation":{},"ISSN":["1422-0067"],"issn-type":[{"value":"1422-0067","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,7,7]]}}}