{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,11]],"date-time":"2025-11-11T12:50:00Z","timestamp":1762865400078},"reference-count":30,"publisher":"American Chemical Society (ACS)","issue":"8","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Med. Chem."],"published-print":{"date-parts":[[2008,4,1]]},"DOI":"10.1021\/jm7015649","type":"journal-article","created":{"date-parts":[[2008,3,26]],"date-time":"2008-03-26T07:01:01Z","timestamp":1206514861000},"page":"2518-2521","source":"Crossref","is-referenced-by-count":9,"title":["Carbonic Anhydrase-II Inhibition. What are the True Enzyme\u2013Inhibitory Properties of the Sulfamide Cognate of Topiramate?"],"prefix":"10.1021","volume":"51","author":[{"given":"Bruce E.","family":"Maryanoff","sequence":"first","affiliation":[{"name":"Research & Early Development, Johnson & Johnson Pharmaceutical Research & Development, Spring House, Pennsylvania 19477-0776"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"David F.","family":"McComsey","sequence":"additional","affiliation":[{"name":"Research & Early Development, Johnson & Johnson Pharmaceutical Research & Development, Spring House, Pennsylvania 19477-0776"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jung","family":"Lee","sequence":"additional","affiliation":[{"name":"Research & Early Development, Johnson & Johnson Pharmaceutical Research & Development, Spring House, Pennsylvania 19477-0776"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Virginia L.","family":"Smith-Swintosky","sequence":"additional","affiliation":[{"name":"Research & Early Development, Johnson & Johnson Pharmaceutical Research & Development, Spring House, Pennsylvania 19477-0776"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yuanping","family":"Wang","sequence":"additional","affiliation":[{"name":"Research & Early Development, Johnson & Johnson Pharmaceutical Research & Development, Spring House, Pennsylvania 19477-0776"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lisa K.","family":"Minor","sequence":"additional","affiliation":[{"name":"Research & Early Development, Johnson & Johnson Pharmaceutical Research & Development, Spring House, Pennsylvania 19477-0776"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Matthew J.","family":"Todd","sequence":"additional","affiliation":[{"name":"Research & Early Development, Johnson & Johnson Pharmaceutical Research & Development, Spring House, Pennsylvania 19477-0776"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"316","published-online":{"date-parts":[[2008,3,26]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"crossref","first-page":"597","DOI":"10.1007\/978-3-0348-8446-4_31","volume-title":"The Carbonic Anhydrases: New Horizons","author":"Wistrand P. J.","year":"2000"},{"key":"ref2\/cit2a","doi-asserted-by":"crossref","first-page":"667","DOI":"10.1517\/13543776.14.5.667","volume":"14","author":"Scozzafava A.","year":"2004","journal-title":"Expert Opin. Ther. Pat."},{"key":"ref2\/cit2b","doi-asserted-by":"crossref","first-page":"4336","DOI":"10.1016\/j.bmc.2007.04.020","volume":"15","author":"Supuran C. T.","year":"2007","journal-title":"Bioorg. Med. Chem."},{"key":"ref3\/cit3a","doi-asserted-by":"crossref","first-page":"425","DOI":"10.1007\/978-3-0348-8446-4_21","volume-title":"The Carbonic Anhydrases: New Horizons","author":"Maren T. H.","year":"2000"},{"key":"ref3\/cit3b","first-page":"283","volume-title":"Carbonic Anhydrase: Its Inhibitors and Activators","author":"Parkkila S.","year":"2004"},{"key":"ref4\/cit4","unstructured":"General information on TOPAMAX (topiramate) can be found at www.topamax.com. TOPAMAX (topiramate) had sales in 2006 of $2 billion (2006 Annual Report of Johnson & Johnson, available athttp:\/\/www.jnj.com\/news\/jnj_news\/pdf\/kp0604q9l4c3e2.pdf; accessed in August 2007)."},{"key":"ref5\/cit5","doi-asserted-by":"crossref","first-page":"1941","DOI":"10.1021\/jm040124c","volume":"48","author":"Maryanoff B. E.","year":"2005","journal-title":"J. Med. Chem."},{"key":"ref6\/cit6","doi-asserted-by":"crossref","first-page":"3496","DOI":"10.1021\/jm058279n","volume":"49","author":"Klinger A. L.","year":"2006","journal-title":"J. Med. Chem."},{"key":"ref7\/cit7","doi-asserted-by":"crossref","first-page":"113","DOI":"10.1111\/j.1747-0285.2006.00423.x","volume":"68","author":"Shank R. P.","year":"2006","journal-title":"Chem. Biol. Drug Design"},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"271","DOI":"10.1080\/14756360701507001","volume":"23","author":"Shank R. P.","year":"2008","journal-title":"J. Enz. Inhid. Med. Chem."},{"key":"ref9\/cit9","doi-asserted-by":"crossref","first-page":"7338","DOI":"10.1021\/ja00045a002","volume":"114","author":"Koike T.","year":"1992","journal-title":"J. Am. Chem. Soc."},{"key":"ref10\/cit10","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/S0163-7258(96)00198-2","volume":"74","author":"Lindskog S.","year":"1997","journal-title":"Pharmacol. Ther."},{"key":"ref11\/cit11","doi-asserted-by":"crossref","first-page":"4735","DOI":"10.1021\/ja0305609","volume":"126","author":"Lipton A. S.","year":"2004","journal-title":"J. Am. Chem. Soc."},{"key":"ref12\/cit12","doi-asserted-by":"crossref","first-page":"7024","DOI":"10.1021\/jm060807n","volume":"49","author":"Winum J.-Y.","year":"2006","journal-title":"J. Med. Chem."},{"key":"ref13\/cit13","unstructured":"This C8 methyl is the pro-Smethyl on the 4,5-cyclic ketal."},{"key":"ref14\/cit14","doi-asserted-by":"crossref","first-page":"1315","DOI":"10.1021\/jm970790w","volume":"41","author":"Maryanoff B. E.","year":"1998","journal-title":"J. Med. Chem."},{"key":"ref15\/cit15","unstructured":"This point relates to having a Hill slope in the analysis of the kinetics data that is not greatly less than unity."},{"key":"ref16\/cit16a","doi-asserted-by":"crossref","first-page":"429","DOI":"10.1177\/108705710100600609","volume":"6","author":"Pantoliano M. W.","year":"2001","journal-title":"J. Biomol. Screen."},{"key":"ref16\/cit16b","unstructured":"bThe midpoint transition temperature,Tm, is a measure of protein stability that is determined from the melting curve. Binding affinity (Ka= 1\/Kd) is directly related to changes in the increase in protein stability andTm, as induced by the test compound (L).(16a)The magnitude of the change inTmis proportional to both ligand concentration, log[L], and binding affinity. This plate-based technology allows one to establishTmvalues rapidly under a wide range of experimental conditions, with as many as 32 different ligands in the same experiment. The binding affinity at theTm,Ka,Tm, is calculated with the aid of calorimetrically measured parameters for protein stability, and is then extrapolated to 37 \u00b0C.(17)The ThermoFluor method has been validated for CA-II with six sulfonamide-inhibitor ligands.(17)The ThermoFluor results correlated well with ITC results."},{"key":"ref16\/cit16c","unstructured":"cThe ThermoFluor assay was developed by 3-Dimensional Pharmaceuticals, Inc., which has merged into Johnson & Johnson Pharmaceutical Research & Development, LLC. \u201cThermoFluor\u201d is a registered trademark in the United States and certain other countries."},{"key":"ref17\/cit17","doi-asserted-by":"crossref","first-page":"5258","DOI":"10.1021\/bi048135v","volume":"44","author":"Matulis D.","year":"2005","journal-title":"Biochemistry"},{"key":"ref18\/cit18a","doi-asserted-by":"crossref","first-page":"841","DOI":"10.1016\/S0960-894X(03)00029-5","volume":"13","author":"Casini A.","year":"2003","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref18\/cit18b","doi-asserted-by":"crossref","first-page":"2197","DOI":"10.1021\/jm021124k","volume":"46","author":"Winum J.-Y.","year":"2003","journal-title":"J. Med. Chem."},{"key":"ref18\/cit18c","doi-asserted-by":"crossref","first-page":"2353","DOI":"10.1016\/j.bmcl.2005.02.091","volume":"15","author":"Winum J.-Y.","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref18\/cit18d","doi-asserted-by":"crossref","first-page":"837","DOI":"10.1016\/S0960-894X(03)00028-3","volume":"13","author":"Casini A.","year":"2003","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref18\/cit18e","doi-asserted-by":"crossref","first-page":"3302","DOI":"10.1016\/j.bmcl.2005.04.058","volume":"15","author":"Winum J.-Y.","year":"2005","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref19\/cit19","doi-asserted-by":"crossref","first-page":"880","DOI":"10.1021\/jm00388a023","volume":"30","author":"Maryanoff B. E.","year":"1987","journal-title":"J. Med. Chem."},{"key":"ref20\/cit20a","doi-asserted-by":"crossref","first-page":"964","DOI":"10.1038\/nature06522","volume":"450","author":"Henzler-Wildman K.","year":"2007","journal-title":"Nature"},{"key":"ref20\/cit20b","unstructured":"bThe dynamic structures of proteins can govern their function, such that a multidimensional energy landscape of conformational states (thermodynamics) and energy barriers between them (kinetics) is needed to understand proteins in action.(20a)"},{"key":"ref21\/cit21","unstructured":"See the Supporting Information information at the end of this paper."}],"container-title":["Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jm7015649","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,3,21]],"date-time":"2023-03-21T04:50:44Z","timestamp":1679374244000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/jm7015649"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2008,3,26]]},"references-count":30,"journal-issue":{"issue":"8","published-print":{"date-parts":[[2008,4,1]]}},"alternative-id":["10.1021\/jm7015649"],"URL":"https:\/\/doi.org\/10.1021\/jm7015649","relation":{},"ISSN":["0022-2623","1520-4804"],"issn-type":[{"value":"0022-2623","type":"print"},{"value":"1520-4804","type":"electronic"}],"subject":[],"published":{"date-parts":[[2008,3,26]]}}}