Betrixaban

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

What is the Betrixaban?

The molecule Betrixaban presents a molecular formula of C23H22ClN5O3 and its IUPAC name is N-(5-chloropyridin-2-yl)-2-[[4-(N,N-dimethylcarbamimidoyl)benzoyl]amino]-5-methoxybenzamide.

Betrixaban is a direct factor Xa inhibitor. It is used to prevent strokes and systemic embolism in patients with nonvalvular atrial fibrillation. Betrixaban was approved by the U.S. Food and Drug Administration (FDA) in December 2012..

Betrixaban is a direct factor Xa inhibitor. It is used to prevent strokes and systemic embolism in patients with nonvalvular atrial fibrillation. Betrixaban was approved by the U.S. Food and Drug Administration (FDA) in December 2012..

Betrixaban is a direct factor Xa inhibitor. It is used to prevent strokes and systemic embolism in patients with nonvalvular atrial fibrillation. Betrixaban was approved by the U.S. Food and Drug Administration (FDA) in December 2012..

Betrixaban is a direct factor Xa inhibitor. It is used to prevent strokes and systemic embolism in patients with nonvalvular atrial fibrillation. Betrixaban was approved by the U.S. Food and Drug Administration (FDA) in December 2012. Betrixaban is structurally similar to other factor Xa inhibitors, such as apixaban and rivaroxaban..

The FDA approval was based on the results of the ARISTOTLE trial, which showed that betrixaban reduced the risk of stroke or systemic embolism by 21% compared to warfarin. The trial also showed that betrixaban was associated with a lower risk of bleeding..

The most common side effects of betrixaban are bleeding and blood in the urine. Betrixaban is contraindicated in patients with active bleeding or a history of bleeding..

Betrixaban is a direct factor Xa inhibitor. It is used to prevent strokes and systemic embolism in patients with nonvalvular atrial fibrillation. Betrixaban was approved by the U.S. Food and Drug Administration (FDA) in December 2012..

Betrixaban is a direct factor Xa inhibitor. It is used to prevent strokes and systemic embolism in patients with nonvalvular atrial fibrillation. Betrixaban was approved by the U.S. Food and Drug Administration (FDA) in December 2012..

Betrixaban is a direct factor Xa inhibitor. It is used to prevent strokes and systemic embolism in patients with nonvalvular atrial fibrillation. Betrixaban was approved by the U.S. Food and Drug Administration (FDA) in December 2012..

3D structure

Cartesian coordinates

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

2D drawing

 

Betrixaban XHOLNRLADUSQLD-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Betrixaban

 

Molecule descriptors

 
IUPAC nameN-(5-chloropyridin-2-yl)-2-[[4-(N,N-dimethylcarbamimidoyl)benzoyl]amino]-5-methoxybenzamide
InChI codeInChI=1S/C23H22ClN5O3/c1-29(2)21(25)14-4-6-15(7-5-14)22(30)27-19-10-9-17(32-3)12-18(19)23(31)28-20-11-8-16(24)13-26-20/h4-13,25H,1-3H3,(H,27,30)(H,26,28,31)
InChI KeyXHOLNRLADUSQLD-UHFFFAOYSA-N
SMILESCOc1ccc(NC(=O)c2ccc(C(=N)N(C)C)cc2)c(C(=O)Nc2ccc(Cl)cn2)c1

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.

  • 330942-05-7
  • 330942-05-7 (free base)
  • 74RWP7W0J9
  • 942B057
  • AC-30214
  • AMY11262
  • AS-56192
  • BCP01903
  • BCP9000395
  • BDBM50249298
  • Benzamide, N-(5-chloro-2-pyridinyl)-2-((4-((dimethylamino)iminomethyl)benzoyl)amino)-5-methoxy-
  • Betrixaban
  • Betrixaban (USAN)
  • Bevyxxa
  • CCG-269250
  • D08873
  • DB-068750
  • DB12364
  • EX-A358
  • FT-0663094
  • GTPL9602
  • HY-10268
  • MFCD16038040
  • N-(5-CHLOROPYRIDIN-2-YL)-2-((4-(N,N-DIMETHYLCARBAMIMIDOYL)BENZOYL)AMINO)-5-METHOXYBENZAMIDE
  • N-(5-Chloropyridin-2-yl)-2-((4-(N,N-dimethylcarbamimidoyl)benzoyl)amino)-5- methoxybenzamide
  • N-(5-Chloropyridin-2-yl)-2-[[4-(N,N-dimethylcarbamimidoyl)benzoyl]amino]-5-methoxybenzamide
  • N-(5-chloropyridin-2-yl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)-5-methoxybenzamide
  • N-(5-chloropyridin-2-yl)-2-[4-(N,N-dimethylcarbamimidoyl)benzamido]-5-methoxybenzamide
  • NCGC00371122-02
  • NCGC00371122-04
  • PRT 054021
  • PRT-054021
  • PRT054021
  • Q4898219
  • SB16951
  • s5388

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC30691754
  • UNII-74RWP7W0J9
  • AKOS005146070
  • DTXSID10954727
  • CHEMBL512351
  • CHEBI:140421
  • SCHEMBL158591

Physico-Chemical properties

IUPAC nameN-(5-chloropyridin-2-yl)-2-[[4-(N,N-dimethylcarbamimidoyl)benzoyl]amino]-5-methoxybenzamide
Molecular formulaC23H22ClN5O3
Molecular weight451.905
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity125.23
LogP4.4
Topological polar surface area107.4

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.