Apixaban

Athanor · official

C₂₅H₂₅N₅O₄ · 459.5 g/mol

IUPAC name: 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[5,4-c]pyridine-3-carboxamide

Also called Eliquis, factor Xa inhibitor, DOAC, anticoagulant

Drugs

Open in Athanor

Drawn from its SMILES with RDKit

DangerCauses damage to organs through prolonged or repeated exposure

Names and identifiers

IUPAC name: 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[5,4-c]pyridine-3-carboxamide
Synonyms: Eliquis, factor Xa inhibitor, DOAC
+ 38 more
anticoagulant, BMS-562247, BMS-562247-01, 1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide, BMS 562247-01, 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide, apixabanum, 3Z9Y7UWC1J, CHEBI:72296, DTXSID80436500, BMS562247, 1H-Pyrazolo[3,4-c]pyridine-3-carboxamide, 4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-, 1H-Pyrazolo(3,4-c)pyridine-3-carboxamide,4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxo-1-piperidinyl)phenyl)-, 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo(3,4-c)pyridine-3-carboxamide, 1H-Pyrazolo(3,4-c)pyridine-3-carboxamide, 4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxo-1-piperidinyl)phenyl)-, RefChem:5558, ELIQUIS 30-Day Starter Pack, B01AF02, DTXCID60387324, MFCD11977295, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide, Apixaban 13CD3, C25H25N5O4, SCHEMBL118023, CHEMBL231779, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-1H,4H,5H,6H,7H-pyrazolo[3,4-c]pyridine-3-carboxamide, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[5,4-c]pyridine-3-carboxamide, 1H-PYRAZOLO(3,4-C)PYRIDINE-3-CARBOXAMIDE, 4,5,6,7-TETRAHYDRO-1-( 4-METHOXYPHENYL)-7-OXO-6-(4-(2-OXO-1-PIPERIDINYL)PHENYL)-, Apixaban [USAN], GG2, Eliquis (TN), UNII-3Z9Y7UWC1J, Apixaban (JAN/USAN/INN), Apixaban [USAN:INN:JAN], HSDB 8223, Apixaban (Standard), BMS 562247, APIXABAN [INN]
Molecular formula: C₂₅H₂₅N₅O₄
Empirical formula: C₂₅H₂₅N₅O₄
Molecular weight: 459.5 g/mol
Exact mass: 459.19065
CAS number: 503612-47-3
PubChem CID: 10182969
Canonical SMILES: COC1=CC=C(C=C1)N2C3=C(CCN(C3=O)C4=CC=C(C=C4)N5CCCCC5=O)C(=N2)C(=O)N
Isomeric SMILES: COC1=CC=C(C=C1)N2C3=C(CCN(C3=O)C4=CC=C(C=C4)N5CCCCC5=O)C(=N2)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)
InChIKey: QNZCBYKSOIHPEH-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance: White to pale-yellow powder[1]
Solubility in water: Aqueous solubility across the physiological pH range is approximately 0.04 mg/L[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 34
Rings: 5
Aromatic rings: 3
Fraction sp³ carbons (Fsp3): 0.28
H-bond donors: 1
H-bond acceptors: 5
Rotatable bonds: 5
TPSA (Å²): 110.8 computed here · PubChem 111
Formal charge: 0
XLogP3: 2.2 PubChem
Complexity: 777 PubChem
Stereocenters: None
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C65.35%
H5.48%
N15.24%
O13.93%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 2.7 Crippen (Wildman and Crippen 1999)
log S (water solubility): -4.43 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.51 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 459.51
log P ≤ 5 (Crippen): 2.7
H-bond donors ≤ 5: 1
H-bond acceptors ≤ 10: 5

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 63 company reports to ECHA. Source [2].

Health hazard

H372Causes damage to organs through prolonged or repeated exposure (93.7% of reports)

Precautionary statements: P260, P264, P270, P319, P501

View all classifications (2)

[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 1.6% (1 of 63) of reports.
[2] European Chemicals Agency (ECHA) · 63 reports · DangerH372

Storage

Store at 20 °C to 25 °C (68 °F-77 °F); excursions permitted between 15 °C and 30 °C (59 °F-86 °F).[1]

Safety data sheets on the supplier’s page: 10X CHEM, Yuhao Chemical, LGC Standards.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[6]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.