saxagliptin   

GtoPdb Ligand ID: 6316

Synonyms: BMS-477118 | Onglyza®
saxagliptin is an approved drug (EMA & FDA (2009))
Compound class: Synthetic organic
Comment: The USAN refers to the monohydrate. Note that marketed formulations may contain saxagliptin hydrochloride PubChem CID 49800073.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 90.35
Molecular weight 315.19
XLogP 0.73
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES N#CC1CC2C(N1C(=O)C(C13CC4CC(C1)CC(C3)(C4)O)N)C2
Isomeric SMILES N#C[C@@H]1C[C@H]2[C@@H](N1C(=O)[C@H](C13CC4CC(C1)CC(C3)(C4)O)N)C2
InChI InChI=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
InChI Key QGJUIPDUBHWZPV-SGTAVMJGSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2009))
IUPAC Name
(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
International Nonproprietary Names
INN number INN
8577 saxagliptin
Synonyms
BMS-477118 | Onglyza®
Database Links
CAS Registry No. 361442-04-8 (source: PubChem)
ChEBI CHEBI:71272
ChEMBL Ligand CHEMBL385517
DrugBank Ligand DB06335
DrugCentral Ligand 4114
GtoPdb PubChem SID 178102934
PubChem CID 11243969
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Search UniChem for chemical match using the InChIKey QGJUIPDUBHWZPV-SGTAVMJGSA-N
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SynPHARM 78507 (in complex with dipeptidyl peptidase 4)
Wikipedia Saxagliptin