{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,20]],"date-time":"2026-06-20T05:14:28Z","timestamp":1781932468595,"version":"3.54.5"},"reference-count":49,"publisher":"Springer Science and Business Media LLC","issue":"11","license":[{"start":{"date-parts":[[2020,11,9]],"date-time":"2020-11-09T00:00:00Z","timestamp":1604880000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"},{"start":{"date-parts":[[2020,11,9]],"date-time":"2020-11-09T00:00:00Z","timestamp":1604880000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Nat Mach Intell"],"DOI":"10.1038\/s42256-020-00249-z","type":"journal-article","created":{"date-parts":[[2020,11,10]],"date-time":"2020-11-10T00:15:55Z","timestamp":1604967355000},"page":"704-710","update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":186,"title":["Prediction of water stability of metal\u2013organic frameworks using machine learning"],"prefix":"10.1038","volume":"2","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1098-7035","authenticated-orcid":false,"given":"Rohit","family":"Batra","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Carmen","family":"Chen","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tania G.","family":"Evans","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Krista S.","family":"Walton","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4630-1565","authenticated-orcid":false,"given":"Rampi","family":"Ramprasad","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2020,11,9]]},"reference":[{"key":"249_CR1","doi-asserted-by":"crossref","first-page":"526","DOI":"10.1038\/nmat4825","volume":"16","author":"JW Yoon","year":"2017","unstructured":"Yoon, J. W. et al. Selective nitrogen capture by porous hybrid materials containing accessible transition metal ion sites. Nat. Mater. 16, 526\u2013531 (2017).","journal-title":"Nat. Mater."},{"key":"249_CR2","doi-asserted-by":"crossref","first-page":"3402","DOI":"10.1039\/C7CS00153C","volume":"46","author":"K Adil","year":"2017","unstructured":"Adil, K. et al. Gas\/vapour separation using ultra-microporous metal\u2013organic frameworks: insights into the structure\/separation relationship. Chem. Soc. Rev. 46, 3402\u20133430 (2017).","journal-title":"Chem. Soc. Rev."},{"key":"249_CR3","doi-asserted-by":"crossref","first-page":"32","DOI":"10.1039\/C3SC52633J","volume":"5","author":"JA Mason","year":"2014","unstructured":"Mason, J. A., Veenstra, M. & Long, J. R. Evaluating metal\u2013organic frameworks for natural gas storage. Chem. Sci. 5, 32\u201351 (2014).","journal-title":"Chem. Sci."},{"key":"249_CR4","doi-asserted-by":"crossref","first-page":"1230444","DOI":"10.1126\/science.1230444","volume":"341","author":"H Furukawa","year":"2013","unstructured":"Furukawa, H., Cordova, K. E., O\u2019Keeffe, M. & Yaghi, O. M. The chemistry and applications of metal\u2013organic frameworks. Science 341, 1230444 (2013).","journal-title":"Science"},{"key":"249_CR5","doi-asserted-by":"crossref","first-page":"5265","DOI":"10.1021\/acs.chemrev.7b00738","volume":"118","author":"M Dusselier","year":"2018","unstructured":"Dusselier, M. & Davis, M. E. Small-pore zeolites: synthesis and catalysis. Chem. Rev. 118, 5265\u20135329 (2018).","journal-title":"Chem. Rev."},{"key":"249_CR6","doi-asserted-by":"crossref","first-page":"1779","DOI":"10.1021\/acscatal.8b04515","volume":"9","author":"D Yang","year":"2019","unstructured":"Yang, D. & Gates, B. C. Catalysis by metal\u2013organic frameworks: perspective and suggestions for future research. ACS Catal. 9, 1779\u20131798 (2019).","journal-title":"ACS Catal."},{"key":"249_CR7","doi-asserted-by":"crossref","first-page":"424","DOI":"10.1126\/science.1192160","volume":"329","author":"H Furukawa","year":"2010","unstructured":"Furukawa, H. et al. Ultrahigh porosity in metal\u2013organic frameworks. Science 329, 424\u2013428 (2010).","journal-title":"Science"},{"key":"249_CR8","doi-asserted-by":"crossref","first-page":"276","DOI":"10.1038\/46248","volume":"402","author":"H Li","year":"1999","unstructured":"Li, H., Eddaoudi, M., O\u2019Keeffe, M. & Yaghi, O. M. Design and synthesis of an exceptionally stable and highly porous metal\u2013organic framework. Nature 402, 276\u2013279 (1999).","journal-title":"Nature"},{"key":"249_CR9","doi-asserted-by":"crossref","first-page":"970","DOI":"10.1021\/cr200179u","volume":"112","author":"SM Cohen","year":"2011","unstructured":"Cohen, S. M. Postsynthetic methods for the functionalization of metal\u2013organic frameworks. Chem. Rev. 112, 970\u20131000 (2011).","journal-title":"Chem. Rev."},{"key":"249_CR10","doi-asserted-by":"crossref","first-page":"2641","DOI":"10.1021\/ja512311a","volume":"137","author":"Y-B Zhang","year":"2015","unstructured":"Zhang, Y.-B. et al. Introduction of functionality, selection of topology and enhancement of gas adsorption in multivariate metal\u2013organic framework-177. J. Am. Chem. Soc. 137, 2641\u20132650 (2015).","journal-title":"J. Am. Chem. Soc."},{"key":"249_CR11","doi-asserted-by":"crossref","first-page":"14176","DOI":"10.1021\/ja076877g","volume":"129","author":"SS Kaye","year":"2007","unstructured":"Kaye, S. S., Dailly, A., Yaghi, O. M. & Long, J. R. Impact of preparation and handling on the hydrogen storage properties of Zn4O(1,4-benzenedicarboxylate)3 (MOF-5). J. Am. Chem. Soc. 129, 14176\u201314177 (2007).","journal-title":"J. Am. Chem. Soc."},{"key":"249_CR12","doi-asserted-by":"crossref","first-page":"7377","DOI":"10.1039\/c1cc11752a","volume":"47","author":"D Ma","year":"2011","unstructured":"Ma, D., Li, Y. & Li, Z. Tuning the moisture stability of metal\u2013organic frameworks by incorporating hydrophobic functional groups at different positions of ligands. Chem. Commun. 47, 7377\u20137379 (2011).","journal-title":"Chem. Commun."},{"key":"249_CR13","doi-asserted-by":"crossref","first-page":"10575","DOI":"10.1021\/cr5002589","volume":"114","author":"NC Burtch","year":"2014","unstructured":"Burtch, N. C., Jasuja, H. & Walton, K. S. Water stability and adsorption in metal\u2013organic frameworks. Chem. Rev. 114, 10575\u201310612 (2014).","journal-title":"Chem. Rev."},{"key":"249_CR14","doi-asserted-by":"crossref","first-page":"6513","DOI":"10.1021\/ie202325p","volume":"51","author":"PM Schoenecker","year":"2012","unstructured":"Schoenecker, P. M., Carson, C. G., Jasuja, H., Flemming, C. J. & Walton, K. S. Effect of water adsorption on retention of structure and surface area of metal\u2013organic frameworks. Ind. Eng. Chem. Res. 51, 6513\u20136519 (2012).","journal-title":"Ind. Eng. Chem. Res."},{"key":"249_CR15","doi-asserted-by":"crossref","first-page":"182327","DOI":"10.1155\/2014\/182327","volume":"2014","author":"M Bosch","year":"2014","unstructured":"Bosch, M., Zhang, M. & Zhou, H.-C. Increasing the stability of metal-organic frameworks. Adv. Chem. 2014, 182327 (2014).","journal-title":"Adv. Chem."},{"key":"249_CR16","doi-asserted-by":"crossref","first-page":"708","DOI":"10.1038\/s41578-019-0140-1","volume":"4","author":"AJ Rieth","year":"2019","unstructured":"Rieth, A. J., Wright, A. M. & Dinca, M. Kinetic stability of metal\u2013organic frameworks for corrosive and coordinating gas capture. Nat. Rev. Mater 4, 708\u2013725 (2019).","journal-title":"Nat. Rev. Mater"},{"key":"249_CR17","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1016\/j.micromeso.2014.09.034","volume":"201","author":"N ul Qadir","year":"2015","unstructured":"ul Qadir, N., Said, S. A. & Bahaidarah, H. M. Structural stability of metal\u2013organic frameworks in aqueous media\u2013controlling factors and methods to improve hydrostability and hydrothermal cyclic stability. Micropor. Mesopor. Mater. 201, 61\u201390 (2015).","journal-title":"Micropor. Mesopor. Mater."},{"key":"249_CR18","doi-asserted-by":"crossref","first-page":"7922","DOI":"10.1002\/chem.201403241","volume":"20","author":"R Plessius","year":"2014","unstructured":"Plessius, R. et al. Highly selective water adsorption in a lanthanum metal\u2013organic framework. Chem. Eur. J. 20, 7922\u20137925 (2014).","journal-title":"Chem. Eur. J."},{"key":"249_CR19","doi-asserted-by":"crossref","first-page":"132","DOI":"10.1039\/C5CC06697B","volume":"52","author":"L Qin","year":"2016","unstructured":"Qin, L. et al. A water-stable metal\u2013organic framework of a zwitterionic carboxylate with dysprosium: a sensing platform for Ebolavirus RNA sequences. Chem. Commun. 52, 132\u2013135 (2016).","journal-title":"Chem. Commun."},{"key":"249_CR20","doi-asserted-by":"crossref","first-page":"413","DOI":"10.1021\/ja5111317","volume":"137","author":"T-F Liu","year":"2014","unstructured":"Liu, T.-F. et al. Topology-guided design and syntheses of highly stable mesoporous porphyrinic zirconium metal\u2013organic frameworks with high surface area. J. Am. Chem. Soc. 137, 413\u2013419 (2014).","journal-title":"J. Am. Chem. Soc."},{"key":"249_CR21","doi-asserted-by":"crossref","first-page":"1268","DOI":"10.1002\/adma.201004028","volume":"23","author":"J-P Zhang","year":"2011","unstructured":"Zhang, J.-P., Zhu, A.-X., Lin, R.-B., Qi, X.-L. & Chen, X.-M. Pore surface tailored SOD-type metal\u2013organic zeolites. Adv. Mater. 23, 1268\u20131271 (2011).","journal-title":"Adv. Mater."},{"key":"249_CR22","doi-asserted-by":"crossref","first-page":"12615","DOI":"10.1021\/ja400754p","volume":"135","author":"N Nijem","year":"2013","unstructured":"Nijem, N. et al. Water cluster confinement and methane adsorption in the hydrophobic cavities of a fluorinated metal\u2013organic framework. J. Am. Chem. Soc. 135, 12615\u201312626 (2013).","journal-title":"J. Am. Chem. Soc."},{"key":"249_CR23","doi-asserted-by":"crossref","first-page":"18094","DOI":"10.1021\/ja208408n","volume":"133","author":"C Yang","year":"2011","unstructured":"Yang, C. et al. Fluorous metal\u2013organic frameworks with superior adsorption and hydrophobic properties toward oil spill cleanup and hydrocarbon storage. J. Am. Chem. Soc. 133, 18094\u201318097 (2011).","journal-title":"J. Am. Chem. Soc."},{"key":"249_CR24","doi-asserted-by":"crossref","first-page":"42","DOI":"10.1002\/chem.201603647","volume":"23","author":"Y-H Shih","year":"2017","unstructured":"Shih, Y.-H. et al. A simple approach to enhance the water stability of a metal\u2013organic framework. Chem. Eur. J. 23, 42\u201346 (2017).","journal-title":"Chem. Eur. J."},{"key":"249_CR25","doi-asserted-by":"crossref","first-page":"14338","DOI":"10.1021\/ja306812r","volume":"134","author":"JM Taylor","year":"2012","unstructured":"Taylor, J. M., Vaidhyanathan, R., Iremonger, S. S. & Shimizu, G. K. Enhancing water stability of metal\u2013organic frameworks via phosphonate monoester linkers. J. Am. Chem. Soc. 134, 14338\u201314340 (2012).","journal-title":"J. Am. Chem. Soc."},{"key":"249_CR26","doi-asserted-by":"crossref","first-page":"5594","DOI":"10.1039\/C4CS00078A","volume":"43","author":"J Canivet","year":"2014","unstructured":"Canivet, J., Fateeva, A., Guo, Y., Coasne, B. & Farrusseng, D. Water adsorption in MOFs: fundamentals and applications. Chem. Soc. Rev. 43, 5594\u20135617 (2014).","journal-title":"Chem. Soc. Rev."},{"key":"249_CR27","unstructured":"OpenSMILES; http:\/\/opensmiles.org"},{"key":"249_CR28","doi-asserted-by":"crossref","first-page":"17575","DOI":"10.1021\/acs.jpcc.8b02913","volume":"122","author":"C Kim","year":"2018","unstructured":"Kim, C., Chandrasekaran, A., Huan, T. D., Das, D. & Ramprasad, R. Polymer genome: a data-powered polymer informatics platform for property predictions. J. Phys. Chem. C 122, 17575\u201317585 (2018).","journal-title":"J. Phys. Chem. C"},{"key":"249_CR29","doi-asserted-by":"crossref","first-page":"785","DOI":"10.1016\/j.mattod.2017.11.021","volume":"21","author":"A Mannodi-Kanakkithodi","year":"2018","unstructured":"Mannodi-Kanakkithodi, A. et al. Scoping the polymer genome: a roadmap for rational polymer dielectrics design and beyond. Mater. Today 21, 785\u2013796 (2018).","journal-title":"Mater. Today"},{"key":"249_CR30","doi-asserted-by":"crossref","first-page":"014106","DOI":"10.1103\/PhysRevB.92.014106","volume":"92","author":"TD Huan","year":"2015","unstructured":"Huan, T. D., Mannodi-Kanakkithodi, A. & Ramprasad, R. Accelerated materials property predictions and design using motif-based fingerprints. Phys. Rev. B 92, 014106 (2015).","journal-title":"Phys. Rev. B"},{"key":"249_CR31","doi-asserted-by":"crossref","first-page":"633","DOI":"10.1517\/17460441.2010.492827","volume":"5","author":"C Nantasenamat","year":"2010","unstructured":"Nantasenamat, C., Isarankura-Na-Ayudhya, C. & Prachayasittikul, V. Advances in computational methods to predict the biological activity of compounds. Expert Opin. Drug Discov. 5, 633\u2013654 (2010).","journal-title":"Expert Opin. Drug Discov."},{"key":"249_CR32","unstructured":"RDKit Open Source Toolkit for Cheminformatics; http:\/\/www.rdkit.org\/ (accessed 3 September 2019)."},{"key":"249_CR33","doi-asserted-by":"publisher","unstructured":"Jha, A., Chandrasekaran, A., Kim, C. & Ramprasad, R. Impact of dataset uncertainties on machine learning model predictions: the example of polymer glass transition temperatures. Model. Simul. Mater. Sci. Eng. (2018); https:\/\/doi.org\/10.1088\/1361-651X\/aaf8ca","DOI":"10.1088\/1361-651X\/aaf8ca"},{"key":"249_CR34","doi-asserted-by":"crossref","first-page":"751","DOI":"10.1107\/S0567739476001551","volume":"32","author":"RD Shannon","year":"1976","unstructured":"Shannon, R. D. Revised effective ionic radii and systematic studies of interatomic distances in halides and chalcogenides. Acta Crystallogr. A 32, 751\u2013767 (1976).","journal-title":"Acta Crystallogr. A"},{"key":"249_CR35","doi-asserted-by":"crossref","unstructured":"Haynes, W. M. CRC Handbook of Chemistry and Physics (CRC Press, 2014).","DOI":"10.1201\/b17118"},{"key":"249_CR36","doi-asserted-by":"crossref","first-page":"3570","DOI":"10.1021\/ja01348a011","volume":"54","author":"L Pauling","year":"1932","unstructured":"Pauling, L. The nature of the chemical bond. IV. The energy of single bonds and the relative electronegativity of atoms. J. Am. Chem. Soc. 54, 3570\u20133582 (1932).","journal-title":"J. Am. Chem. Soc."},{"key":"249_CR37","doi-asserted-by":"crossref","first-page":"389","DOI":"10.1023\/A:1012487302797","volume":"46","author":"I Guyon","year":"2002","unstructured":"Guyon, I., Weston, J., Barnhill, S. & Vapnik, V. Gene selection for cancer classification using support vector machines. Mach. Learn. 46, 389\u2013422 (2002).","journal-title":"Mach. Learn."},{"key":"249_CR38","first-page":"2825","volume":"12","author":"F Pedregosa","year":"2011","unstructured":"Pedregosa, F. et al. Scikit-learn: machine learning in Python. J. Mach. Learn. Res. 12, 2825\u20132830 (2011).","journal-title":"J. Mach. Learn. Res."},{"key":"249_CR39","doi-asserted-by":"crossref","first-page":"142","DOI":"10.1016\/j.cej.2014.02.070","volume":"246","author":"L Xie","year":"2014","unstructured":"Xie, L., Liu, D., Huang, H., Yang, Q. & Zhong, C. Efficient capture of nitrobenzene from waste water using metal\u2013organic frameworks. Chem. Eng. J. 246, 142\u2013149 (2014).","journal-title":"Chem. Eng. J."},{"key":"249_CR40","doi-asserted-by":"crossref","first-page":"18087","DOI":"10.1039\/C4RA16599C","volume":"5","author":"D Wang","year":"2015","unstructured":"Wang, D., Zhang, L., Li, G., Huo, Q. & Liu, Y. Luminescent MOF material based on cadmium(ii) and mixed ligands: application for sensing volatile organic solvent molecules. RSC Adv. 5, 18087\u201318091 (2015).","journal-title":"RSC Adv."},{"key":"249_CR41","doi-asserted-by":"crossref","first-page":"11303","DOI":"10.1002\/chem.201403123","volume":"20","author":"P-Q Liao","year":"2014","unstructured":"Liao, P.-Q. et al. Drastic enhancement of catalytic activity via post-oxidation of a porous Mnii triazolate framework. Chem. Eur. J. 20, 11303\u201311307 (2014).","journal-title":"Chem. Eur. J."},{"key":"249_CR42","doi-asserted-by":"crossref","first-page":"9","DOI":"10.1016\/j.apcatb.2016.12.070","volume":"206","author":"F Jing","year":"2017","unstructured":"Jing, F. et al. Mil-68(Fe) as an efficient visible-light-driven photocatalyst for the treatment of a simulated waste-water contain Cr(vi) and malachite green. Appl. Catal. B Environ. 206, 9\u201315 (2017).","journal-title":"Appl. Catal. B Environ."},{"key":"249_CR43","doi-asserted-by":"crossref","first-page":"4775","DOI":"10.1002\/adma.201502418","volume":"27","author":"A Cadiau","year":"2015","unstructured":"Cadiau, A. et al. Design of hydrophilic metal organic framework water adsorbents for heat reallocation. Adv. Mater. 27, 4775\u20134780 (2015).","journal-title":"Adv. Mater."},{"key":"249_CR44","doi-asserted-by":"crossref","first-page":"424","DOI":"10.1021\/cm502716e","volume":"27","author":"M Bazaga-Garcia","year":"2015","unstructured":"Bazaga-Garcia, M. et al. Tuning proton conductivity in alkali metal phosphonocarboxylates by cation size-induced and water-facilitated proton transfer pathways. Chem. Mater. 27, 424\u2013435 (2015).","journal-title":"Chem. Mater."},{"key":"249_CR45","doi-asserted-by":"crossref","first-page":"12389","DOI":"10.1002\/chem.201402895","volume":"20","author":"OV Gutov","year":"2014","unstructured":"Gutov, O. V. et al. Water-stable zirconium-based metal\u2013organic framework material with high-surface area and gas-storage capacities. Chem. Eur. J. 20, 12389\u201312393 (2014).","journal-title":"Chem. Eur. J."},{"key":"249_CR46","doi-asserted-by":"crossref","first-page":"4279","DOI":"10.1021\/ic5030058","volume":"54","author":"J Duan","year":"2015","unstructured":"Duan, J., Jin, W. & Krishna, R. Natural gas purification using a porous coordination polymer with water and chemical stability. Inorg. Chem. 54, 4279\u20134284 (2015).","journal-title":"Inorg. Chem."},{"key":"249_CR47","doi-asserted-by":"crossref","first-page":"1803","DOI":"10.1002\/cmdc.200900317","volume":"4","author":"KT Nguyen","year":"2009","unstructured":"Nguyen, K. T., Blum, L. C., Van Deursen, R. & Reymond, J.-L. Classification of organic molecules by molecular quantum numbers. ChemMedChem 4, 1803\u20131805 (2009).","journal-title":"ChemMedChem"},{"key":"249_CR48","doi-asserted-by":"crossref","first-page":"1128","DOI":"10.1038\/s41563-018-0206-2","volume":"17","author":"R-B Lin","year":"2018","unstructured":"Lin, R.-B. et al. Molecular sieving of ethylene from ethane using a rigid metal\u2013organic framework. Nat. Mater. 17, 1128\u20131133 (2018).","journal-title":"Nat. Mater."},{"key":"249_CR49","doi-asserted-by":"crossref","first-page":"73","DOI":"10.1016\/j.molstruc.2019.05.070","volume":"1194","author":"Y Sun","year":"2019","unstructured":"Sun, Y. & Han, H. A novel 3D Agi cationic metal\u2013organic framework based on 1,2,4,5-tetra(4-pyridyl) benzene with selective adsorption of CO2 over CH4, H2O over C2H5OH, and trapping Cr2O72\u2212. J. Mol. Struct. 1194, 73\u201377 (2019).","journal-title":"J. Mol. Struct."}],"container-title":["Nature Machine Intelligence"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.nature.com\/articles\/s42256-020-00249-z.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s42256-020-00249-z","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.nature.com\/articles\/s42256-020-00249-z.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,12,7]],"date-time":"2022-12-07T04:05:41Z","timestamp":1670385941000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.nature.com\/articles\/s42256-020-00249-z"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,11,9]]},"references-count":49,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2020,11]]}},"alternative-id":["249"],"URL":"https:\/\/doi.org\/10.1038\/s42256-020-00249-z","relation":{},"ISSN":["2522-5839"],"issn-type":[{"value":"2522-5839","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,11,9]]},"assertion":[{"value":"5 November 2019","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"7 October 2020","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"9 November 2020","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"The authors declare no competing interests.","order":1,"name":"Ethics","group":{"name":"EthicsHeading","label":"Competing interests"}}]}}