@prefix rdf: <http://www.w3.org/1999/02/22-rdf-syntax-ns#> .
@prefix obo_purl: <http://purl.obolibrary.org/obo/> .
@prefix owl: <http://www.w3.org/2002/07/owl#> .
@prefix rdfs: <http://www.w3.org/2000/01/rdf-schema#> .
@prefix skos: <http://www.w3.org/2004/02/skos/core#> .
@prefix metadata_def: <http://data.bioontology.org/metadata/def/> .
@prefix oboinowl_gen: <http://www.geneontology.org/formats/oboInOwl#> .
@prefix ns0: <H\u0020376/> .
@prefix ns1: <http://purl.obolibrary.org/obo/chebi#> .
@prefix ns2: <http://purl.obolibrary.org/obo/chebi/> .
@prefix ns3: <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/> .
obo_purl:CHEBI_136702
ns1:is_tautomer_of obo_purl:CHEBI_65172 .
obo_purl:CHEBI_65172
metadata_def:mappingLoom "ximelagatran" ;
metadata_def:mappingSameURI obo_purl:CHEBI_65172 ;
metadata_def:prefLabel "ximelagatran" ;
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was the first orally available direct thrombin inhibitor to be brought to market as an anticoagulant, but was withdrawn in 2006 following reports of it causing liver damage."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:RO_0000087 obo_purl:CHEBI_50249, obo_purl:CHEBI_50266, obo_purl:CHEBI_64926, obo_purl:CHEBI_65232 ;
ns1:has_functional_parent obo_purl:CHEBI_43966 ;
ns1:is_tautomer_of obo_purl:CHEBI_136702 ;
ns2:charge "0" ;
ns2:formula "C24H35N5O5" ;
ns2: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" ;
ns2:inchikey "ZXIBCJHYVWYIKI-PZJWPPBQSA-N" ;
ns2:mass "473.56520" ;
ns2:monoisotopicmass "473.26382" ;
ns2:smiles "[H][C@]1(CCN1C(=O)[C@H](NCC(=O)OCC)C1CCCCC1)C(=O)NCc1ccc(cc1)C(N)=NO" ;
oboinowl_gen:hasDbXref "CAS:192939-46-1", "DrugBank:DB04898", "Drug_Central:2852", "KEGG:D01981", "PMID:12846595", "PMID:15487959", "PMID:16084146", "PMID:16106594", "PMID:16123912", "PMID:16511607", "PMID:16767816", "PMID:17319469", "PMID:17636192", "PMID:19028773", "PMID:20020269", "PMID:28338626", "Reaxys:14559655", "Wikipedia:Ximelagatran" ;
oboinowl_gen:hasExactSynonym "ethyl N-{(1R)-1-cyclohexyl-2-[(2S)-2-{[4-(N'-hydroxycarbamimidoyl)benzyl]carbamoyl}azetidin-1-yl]-2-oxoethyl}glycinate" ;
oboinowl_gen:hasOBONamespace "chebi_ontology" ;
oboinowl_gen:hasRelatedSynonym "Exanta", "Exarta", "H 376-95", "H 376/95", "H 37695", "ethyl 2-[[(1R)-1-cyclohexyl-2- [(2S)-2-[[4-(N'-hydroxycarbamimidoyl) phenyl]methylcarbamoyl]azetidin-1-yl]- 2-oxo-ethyl]amino]acetate", "ximelagatran", "ximelagatran (oxime form)", "ximelagatranum" ;
oboinowl_gen:id "CHEBI:65172" ;
oboinowl_gen:inSubset <http://purl.obolibrary.org/obo/chebi#3_STAR> ;
a owl:Class ;
rdfs:label "ximelagatran" ;
rdfs:subClassOf obo_purl:CHEBI_140325, obo_purl:CHEBI_140326, obo_purl:CHEBI_23990, obo_purl:CHEBI_38777, obo_purl:CHEBI_50995, obo_purl:CHEBI_65234 ;
skos:notation "CHEBI:65172" .
obo_purl:ECTO_9000263
obo_purl:RO_0002309 obo_purl:CHEBI_65172 .
@prefix rdf: <http://www.w3.org/1999/02/22-rdf-syntax-ns#> .
@prefix obo_purl: <http://purl.obolibrary.org/obo/> .
@prefix owl: <http://www.w3.org/2002/07/owl#> .
@prefix rdfs: <http://www.w3.org/2000/01/rdf-schema#> .
@prefix skos: <http://www.w3.org/2004/02/skos/core#> .
@prefix metadata_def: <http://data.bioontology.org/metadata/def/> .
@prefix oboinowl_gen: <http://www.geneontology.org/formats/oboInOwl#> .
@prefix ns0: <H\u0020376/> .
@prefix ns1: <http://purl.obolibrary.org/obo/chebi#> .
@prefix ns2: <http://purl.obolibrary.org/obo/chebi/> .
@prefix ns3: <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/> .
obo_purl:CHEBI_136702
ns1:is_tautomer_of obo_purl:CHEBI_65172 .
obo_purl:CHEBI_65172
metadata_def:mappingLoom "ximelagatran" ;
metadata_def:mappingSameURI obo_purl:CHEBI_65172 ;
metadata_def:prefLabel "ximelagatran" ;
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:RO_0000087 obo_purl:CHEBI_50249, obo_purl:CHEBI_50266, obo_purl:CHEBI_64926, obo_purl:CHEBI_65232 ;
ns1:has_functional_parent obo_purl:CHEBI_43966 ;
ns1:is_tautomer_of obo_purl:CHEBI_136702 ;
ns2:charge "0" ;
ns2:formula "C24H35N5O5" ;
ns2: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" ;
ns2:inchikey "ZXIBCJHYVWYIKI-PZJWPPBQSA-N" ;
ns2:mass "473.56520" ;
ns2:monoisotopicmass "473.26382" ;
ns2:smiles "[H][C@]1(CCN1C(=O)[C@H](NCC(=O)OCC)C1CCCCC1)C(=O)NCc1ccc(cc1)C(N)=NO" ;
oboinowl_gen:hasDbXref "CAS:192939-46-1", "DrugBank:DB04898", "Drug_Central:2852", "KEGG:D01981", "PMID:12846595", "PMID:15487959", "PMID:16084146", "PMID:16106594", "PMID:16123912", "PMID:16511607", "PMID:16767816", "PMID:17319469", "PMID:17636192", "PMID:19028773", "PMID:20020269", "PMID:28338626", "Reaxys:14559655", "Wikipedia:Ximelagatran" ;
oboinowl_gen:hasExactSynonym "ethyl N-{(1R)-1-cyclohexyl-2-[(2S)-2-{[4-(N'-hydroxycarbamimidoyl)benzyl]carbamoyl}azetidin-1-yl]-2-oxoethyl}glycinate" ;
oboinowl_gen:hasOBONamespace "chebi_ontology" ;
oboinowl_gen:hasRelatedSynonym "Exanta", "Exarta", "H 376-95", "H 376/95", "H 37695", "ethyl 2-[[(1R)-1-cyclohexyl-2- [(2S)-2-[[4-(N'-hydroxycarbamimidoyl) phenyl]methylcarbamoyl]azetidin-1-yl]- 2-oxo-ethyl]amino]acetate", "ximelagatran", "ximelagatran (oxime form)", "ximelagatranum" ;
oboinowl_gen:id "CHEBI:65172" ;
oboinowl_gen:inSubset <http://purl.obolibrary.org/obo/chebi#3_STAR> ;
a owl:Class ;
rdfs:label "ximelagatran" ;
rdfs:subClassOf obo_purl:CHEBI_140325, obo_purl:CHEBI_140326, obo_purl:CHEBI_23990, obo_purl:CHEBI_38777, obo_purl:CHEBI_50995, obo_purl:CHEBI_65234 ;
skos:notation "CHEBI:65172" .
obo_purl:ECTO_9000263
obo_purl:RO_0002309 obo_purl:CHEBI_65172 .