apixaban   

GtoPdb Ligand ID: 6390

Synonyms: BMS-562247 | Eliquis®
apixaban is an approved drug (EMA (2011), FDA (2012))
Compound class: Synthetic organic
Comment: Apixaban belongs to the direct factor Xa inhibitor family of drugs, which also includes rivaroxaban and edoxaban.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 110.24
Molecular weight 459.19
XLogP 1.81
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1ccc(cc1)n1nc(c2c1C(=O)N(CC2)c1ccc(cc1)N1CCCCC1=O)C(=O)N
Isomeric SMILES COc1ccc(cc1)n1nc(c2c1C(=O)N(CC2)c1ccc(cc1)N1CCCCC1=O)C(=O)N
InChI InChI=1S/C25H25N5O4/c1-34-19-11-9-18(10-12-19)30-23-20(22(27-30)24(26)32)13-15-29(25(23)33)17-7-5-16(6-8-17)28-14-3-2-4-21(28)31/h5-12H,2-4,13-15H2,1H3,(H2,26,32)
InChI Key QNZCBYKSOIHPEH-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (EMA (2011), FDA (2012))
IUPAC Name
1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide
International Nonproprietary Names
INN number INN
8626 apixaban
Synonyms
BMS-562247 | Eliquis®
Database Links
CAS Registry No. 503612-47-3 (source: PubChem)
ChEBI CHEBI:72296
ChEMBL Ligand CHEMBL231779
DrugBank Ligand DB06605
DrugCentral Ligand 4298
GtoPdb PubChem SID 178103006
PubChem CID 10182969
RCSB PDB Ligand GG2
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Search UniChem for chemical match using the InChIKey QNZCBYKSOIHPEH-UHFFFAOYSA-N
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SynPHARM 78505 (in complex with coagulation factor X)
Wikipedia Apixaban