<?xml version="1.0" encoding="UTF-8"?> <rdf:RDF xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:obo_purl="http://purl.obolibrary.org/obo/" xmlns:owl="http://www.w3.org/2002/07/owl#" xmlns:rdfs="http://www.w3.org/2000/01/rdf-schema#" xmlns:skos="http://www.w3.org/2004/02/skos/core#" xmlns:oboinowl_gen="http://www.geneontology.org/formats/oboInOwl#" xmlns:ns0="http://purl.obolibrary.org/obo/chebi#" xmlns:metadata_def="http://data.bioontology.org/metadata/def/" xmlns:ns1="http://purl.obolibrary.org/obo/chebi#"> <owl:Class rdf:about="http://purl.obolibrary.org/obo/CHEBI_65172"> <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_140325"/> <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_140326"/> <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_23990"/> <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_38777"/> <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_50995"/> <rdfs:subClassOf rdf:resource="http://purl.obolibrary.org/obo/CHEBI_65234"/> <rdfs:label>ximelagatran</rdfs:label> <skos:notation>CHEBI:65172</skos:notation> <obo_purl:IAO_0000115>A member of the class of azetidines that is melagatran in which the carboxylic acid group has been converted to the corresponding ethyl ester and in which the amidine group has been converted into the corresponding amidoxime. A prodrug for melagatran, ximelagatran was the first orally available direct thrombin inhibitor to be brought to market as an anticoagulant, but was withdrawn in 2006 following reports of it causing liver damage.</obo_purl:IAO_0000115> <oboinowl_gen:hasExactSynonym>ethyl N-{(1R)-1-cyclohexyl-2-[(2S)-2-{[4-(N'-hydroxycarbamimidoyl)benzyl]carbamoyl}azetidin-1-yl]-2-oxoethyl}glycinate</oboinowl_gen:hasExactSynonym> <oboinowl_gen:hasDbXref>PMID:28338626</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:12846595</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:15487959</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:16106594</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:16123912</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:16767816</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>CAS:192939-46-1</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>DrugBank:DB04898</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>Drug_Central:2852</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>KEGG:D01981</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:16084146</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:16511607</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:17319469</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:17636192</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:19028773</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>PMID:20020269</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>Reaxys:14559655</oboinowl_gen:hasDbXref> <oboinowl_gen:hasDbXref>Wikipedia:Ximelagatran</oboinowl_gen:hasDbXref> <oboinowl_gen:hasOBONamespace>chebi_ontology</oboinowl_gen:hasOBONamespace> <oboinowl_gen:id>CHEBI:65172</oboinowl_gen:id> <oboinowl_gen:inSubset rdf:resource="http://purl.obolibrary.org/obo/chebi#3_STAR"/> <ns0:is_tautomer_of rdf:resource="http://purl.obolibrary.org/obo/CHEBI_136702"/> <metadata_def:prefLabel>ximelagatran</metadata_def:prefLabel> <oboinowl_gen:hasRelatedSynonym>Exanta</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>Exarta</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>H 376-95</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>H 376/95</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>H 37695</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>ximelagatran</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>ximelagatran (oxime form)</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>ximelagatranum</oboinowl_gen:hasRelatedSynonym> <oboinowl_gen:hasRelatedSynonym>ethyl 2-[[(1R)-1-cyclohexyl-2- [(2S)-2-[[4-(N'-hydroxycarbamimidoyl) phenyl]methylcarbamoyl]azetidin-1-yl]- 2-oxo-ethyl]amino]acetate</oboinowl_gen:hasRelatedSynonym> <metadata_def:mappingLoom>ximelagatran</metadata_def:mappingLoom> <metadata_def:mappingSameURI rdf:resource="http://purl.obolibrary.org/obo/CHEBI_65172"/> <obo_purl:RO_0000087 rdf:resource="http://purl.obolibrary.org/obo/CHEBI_50266"/> <obo_purl:RO_0000087 rdf:resource="http://purl.obolibrary.org/obo/CHEBI_50249"/> <obo_purl:RO_0000087 rdf:resource="http://purl.obolibrary.org/obo/CHEBI_64926"/> <obo_purl:RO_0000087 rdf:resource="http://purl.obolibrary.org/obo/CHEBI_65232"/> <obo_purl:chebi/charge>0</obo_purl:chebi/charge> <obo_purl:chebi/formula>C24H35N5O5</obo_purl:chebi/formula> <obo_purl:chebi/inchi>InChI=1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1</obo_purl:chebi/inchi> <obo_purl:chebi/inchikey>ZXIBCJHYVWYIKI-PZJWPPBQSA-N</obo_purl:chebi/inchikey> <obo_purl:chebi/mass>473.56520</obo_purl:chebi/mass> <obo_purl:chebi/monoisotopicmass>473.26382</obo_purl:chebi/monoisotopicmass> <obo_purl:chebi/smiles>[H][C@]1(CCN1C(=O)[C@H](NCC(=O)OCC)C1CCCCC1)C(=O)NCc1ccc(cc1)C(N)=NO</obo_purl:chebi/smiles> <ns1:has_functional_parent rdf:resource="http://purl.obolibrary.org/obo/CHEBI_43966"/> </owl:Class> <rdf:Description rdf:about="http://purl.obolibrary.org/obo/CHEBI_136702"> <ns0:is_tautomer_of> <rdf:Description rdf:about="http://purl.obolibrary.org/obo/CHEBI_65172"> <metadata_def:mappingSameURI rdf:resource="http://purl.obolibrary.org/obo/CHEBI_65172"/> </rdf:Description> </ns0:is_tautomer_of> </rdf:Description> <rdf:Description rdf:about="http://purl.obolibrary.org/obo/ECTO_9000263"> <obo_purl:RO_0002309 rdf:resource="http://purl.obolibrary.org/obo/CHEBI_65172"/> </rdf:Description> </rdf:RDF>