Apixaban

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Apixaban are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Apixaban?

The molecule Apixaban presents a molecular formula of C25H25N5O4 and its IUPAC name is 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide.

Apixaban is a medication used to prevent blood clots and stroke in people with atrial fibrillation (a type of irregular heart rhythm) and to prevent blood clots in people who have undergone hip or knee replacement surgery. It belongs to a class of drugs known as anticoagulants, or "blood thinners," which work by preventing the formation of blood clots..

Apixaban is typically taken orally, in the form of a tablet. It is usually taken twice a day, with or without food. The dose of apixaban may need to be adjusted based on the individual's response to treatment and any side effects that may occur. It is important to follow the instructions of a healthcare provider when taking this medication..

Apixaban may cause side effects in some people, such as bleeding and bruising. It may also cause serious side effects, such as bleeding in the brain or stomach. It is important to report any side effects to a healthcare provider..

Apixaban should be used with caution in people with certain conditions, such as bleeding disorders or liver disease. It may also interact with other medications, so it is important to inform a healthcare provider about all medications being taken..

Summary

From all the above, this molecule is a medication used to prevent blood clots and stroke in people with atrial fibrillation and to prevent blood clots in people who have undergone hip or knee replacement surgery. It is taken orally, usually twice a day, and may cause side effects, including serious side effects. It is important to follow the instructions of a healthcare provider and to inform them about all medications being taken when using apixaban..

3D structure

Cartesian coordinates

Geometry of Apixaban in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Apixaban QNZCBYKSOIHPEH-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Apixaban

 

Molecule descriptors

 
IUPAC name1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide
InChI codeInChI=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 KeyQNZCBYKSOIHPEH-UHFFFAOYSA-N
SMILESCOc1ccc(-n2nc(C(N)=O)c3c2C(=O)N(c2ccc(N4CCCCC4=O)cc2)CC3)cc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 1-(4-METHOXYPHENYL)-7-OXO-6-(4-(2-OXOPIPERIDIN-1-YL)PHENYI)-4,5,6,7-TETRAHYDRO-1H-PYRAZOLO(3,4-C)PYRIDINE-3-CARBOXAMIDE
  • 1-(4-Methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid amide
  • 1-(4-Methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo(3,4c)pyridine-3-carboxamide
  • 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
  • 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; 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
  • 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo piperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
  • 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide
  • 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[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)-
  • 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)-
  • 2p16
  • 3Z9Y7UWC1J
  • 503612-47-3
  • 503612-47-3, Eliquis,
  • 612A473
  • AB01565766_02
  • AC-26301
  • AMY1826
  • AR-270/43507990
  • Apixaban
  • Apixaban (BMS 562247-01)
  • Apixaban (JAN/USAN/INN)
  • Apixaban - Adooq Bioscience
  • Apixaban(BMS-562247-01)
  • Apixaban,BMS-562247-01
  • Apixaban- Bio-X
  • Apixaban-13C,D3
  • Apixaban-[d3]
  • BCP02451
  • BCP9000310
  • BCPP000396
  • BDBM19023
  • BM164185
  • BMS 562247
  • BMS 562247-01
  • BMS-562247
  • BMS-562247-01
  • BMS562247
  • BMS562247-01
  • CCG-229675
  • CS-0401
  • D03213
  • DB06605
  • EX-A048
  • Eliquis
  • FT-0686944
  • GG2
  • GTPL6390
  • HMS3655O07
  • HSDB 8223
  • HY-50667
  • J-200194
  • ME-0152
  • MFCD11977295
  • MLS006010026
  • NCGC00346555-01
  • NCGC00346555-02
  • NCGC00346555-05
  • NCGC00346555-08
  • NSC-784102
  • NSC784102
  • PB10976
  • Q414462
  • SMR004676529
  • SW220177-1
  • apixabanum
  • s1593

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC11677837
  • UNII-3Z9Y7UWC1J
  • AKOS005146204
  • DTXSID80436500
  • CHEMBL231779
  • CHEBI:72296
  • SCHEMBL118023

Physico-Chemical properties

IUPAC name1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide
Molecular formulaC25H25N5O4
Molecular weight459.497
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity132.70
LogP3.5
Topological polar surface area110.8

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.