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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:ximelagatran
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Accession:CHEBI:65172 term browser browse the term
Definition: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was the first orally available direct thrombin inhibitor to be brought to market as an anticoagulant, but was withdrawn in 2006 following reports of it causing liver damage.
Synonyms:exact_synonym: ethyl N-{(1R)-1-cyclohexyl-2-[(2S)-2-{[4-(N'-hydroxycarbamimidoyl)benzyl]carbamoyl}azetidin-1-yl]-2-oxoethyl}glycinate
 related_synonym: Exanta;   Exarta;   Formula=C24H35N5O5;   H 376-95;   H 37695;   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;   InChIKey=ZXIBCJHYVWYIKI-PZJWPPBQSA-N;   SMILES=[H][C@]1(CCN1C(=O)[C@H](NCC(=O)OCC)C1CCCCC1)C(=O)NCc1ccc(cc1)C(N)=NO;   ethyl 2-[[(1R)-1-cyclohexyl-2- [(2S)-2-[[4-(N'-hydroxycarbamimidoyl) phenyl]methylcarbamoyl]azetidin-1-yl]- 2-oxo-ethyl]amino]acetate;   ximelagatran (oxime form);   ximelagatranum
 xref: CAS:192939-46-1;   DrugBank:DB04898;   Drug_Central:2852;   KEGG:D01981
 xref_mesh: MESH:C426686
 xref: 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
 cyclic_relationship: is_tautomer_of CHEBI:136702


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ximelagatran term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G F2 coagulation factor II, thrombin decreases cleavage
multiple interactions		 ISO ximelagatran results in decreased cleavage of F2 protein
ximelagatran binds to and results in decreased activity of F2 protein		 CTD PMID:15155122 PMID:16084352 PMID:16194202 PMID:17314111 NCBI chr 3:77,596,196...77,609,486
Ensembl chr 3:77,596,198...77,609,486 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19817
      application 19661
        pro-agent 11540
          prodrug 11301
            ximelagatran 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19789
                    p-block element atom 19789
                      carbon group element atom 19737
                        carbon atom 19733
                          organic molecular entity 19733
                            heteroorganic entity 19492
                              organochalcogen compound 19255
                                organooxygen compound 19172
                                  carbon oxoacid 18641
                                    carboxylic acid 18638
                                      carboacyl group 17698
                                        univalent carboacyl group 17698
                                          carbamoyl group 17548
                                            carboxamide 17548
                                              dicarboxylic acid amide 3155
                                                dicarboxylic acid monoamide 683
                                                  melagatran 1
                                                    ximelagatran 1
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