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CHEBI:71272 - saxagliptin

ChEBI IDCHEBI:71272
ChEBI Namesaxagliptin
Stars
DefinitionA monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2S)-amino(3-hydroxyadamantan-1-yl)acetic acid with the amino group of (1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carbonitrile. Used in its monohydrate form for the treatment of Type II diabetes.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC18H25N3O2
Net Charge0
Average Mass315.417
Monoisotopic Mass315.19468
SMILES[H][C@]12C[C@@H](C#N)N(C(=O)[C@@H](N)C34CC5CC(CC(O)(C5)C3)C4)[C@@]1([H])C2
InChIInChI=1S/C18H25N3O2/c19-8-13-2-12-3-14(12)21(13)16(22)15(20)17-4-10-1-11(5-17)7-18(23,6-10)9-17/h10-15,23H,1-7,9,20H2/t10?,11?,12-,13+,14+,15-,17?,18?/m1/s1
InChIKeyQGJUIPDUBHWZPV-SGTAVMJGSA-N
Wikipedia
Roles Classification
Biological Role:
EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor  An EC 3.4.14.* (dipeptidyl- and tripeptidyl-peptidases) inhibitor that specifically inhibits dipeptidyl peptidase-4 (EC 3.4.14.5).
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
saxagliptin (CHEBI:71272) has role EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor (CHEBI:68612)
saxagliptin (CHEBI:71272) has role hypoglycemic agent (CHEBI:35526)
saxagliptin (CHEBI:71272) is a adamantanes (CHEBI:51339)
saxagliptin (CHEBI:71272) is a azabicycloalkane (CHEBI:38295)
saxagliptin (CHEBI:71272) is a monocarboxylic acid amide (CHEBI:29347)
saxagliptin (CHEBI:71272) is a nitrile (CHEBI:18379)
saxagliptin (CHEBI:71272) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
saxagliptin hydrate (CHEBI:71271) has part saxagliptin (CHEBI:71272)
IUPAC Name 
(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
INN  Source
saxagliptinKEGG DRUG
Synonyms  Source
BMS-477118DrugBank
(1S,3S,5S)-2-((2S)-Amino(3-hydroxytricyclo(3.3.1.13,7)dec-1-yl)acetyl)-2-azabicyclo(3.1.0)hexane-3-carbonitrileChemIDplus
BMS 477118ChemIDplus
Manual XrefsDatabases
DB06335DrugBank
D08996KEGG DRUG
US2005222242Patent
WO2011125011Patent
WO2009022009Patent
US2007172525Patent
WO2007078726Patent
HMDB0015634HMDB
SaxagliptinWikipedia
4114DrugCentral
Registry NumbersSources
Reaxys:10201614Reaxys
CAS:361442-04-8ChemIDplus
CAS:361442-04-8KEGG DRUG
Citations