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Crystallogr."},{"key":"ref43\/cit43","doi-asserted-by":"crossref","first-page":"263","DOI":"10.1016\/0014-5793(92)80300-6","volume":"296","author":"Knight C. G.","year":"1992","journal-title":"FEBS Lett."},{"key":"ref44\/cit44","doi-asserted-by":"crossref","first-page":"669","DOI":"10.1021\/ci700428d","volume":"48","author":"Voigt J. H.","year":"2008","journal-title":"J. Chem. Inf. Model."},{"key":"ref45\/cit45","doi-asserted-by":"crossref","first-page":"1437","DOI":"10.1021\/ci900022h","volume":"49","author":"Gleeson M. P.","year":"2009","journal-title":"J. Chem. Inf. Model."},{"key":"ref46\/cit46","unstructured":"Maestro,version 9.0;Schr\u00f6dinger Inc.:Portland, OR, 2009."},{"key":"ref47\/cit47","unstructured":"Macromodel,version 9.7;Schr\u00f6dinger Inc.:Portland, OR, 2009."},{"key":"ref48\/cit48","doi-asserted-by":"crossref","first-page":"235","DOI":"10.1093\/nar\/28.1.235","volume":"28","author":"Berman H. M.","year":"2000","journal-title":"Nucleic Acids Res."},{"key":"ref49\/cit49","doi-asserted-by":"crossref","first-page":"609","DOI":"10.1002\/prot.10465","volume":"52","author":"Verdonk M. L.","year":"2003","journal-title":"Proteins"},{"key":"ref50\/cit50","doi-asserted-by":"crossref","first-page":"8577","DOI":"10.1063\/1.470117","volume":"103","author":"Essmann U.","year":"1995","journal-title":"J. Chem. Phys."},{"key":"ref51\/cit51","unstructured":"Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J., J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. 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