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

What is the Rivaroxaban?

The molecule Rivaroxaban presents a molecular formula of C19H18ClN3O5S and its IUPAC name is 5-chloro-N-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]thiophene-2-carboxamide.

Rivaroxaban is an oral anticoagulant that is used to prevent blood clots. It is the active ingredient in the medication Xarelto. Rivaroxaban works by inhibiting the activity of Factor Xa, a protein that participes in the formation of blood clots..

Rivaroxaban was first approved by the European Medicines Agency in 2008 and by the US Food and Drug Administration in 2011. It exists as a generic medication in some countries, but not in the United States..

Rivaroxaban is generally well-tolerated. The most common side effects are bleeding and bruising. Serious side effects include gastrointestinal bleeding, hemorrhagic stroke, and kidney failure..

Rivaroxaban should not be used in people with active bleeding or a history of bleeding disorders. It should also be used with caution in people with liver or kidney impairment..

Rivaroxaban is a very effective medication for preventing blood clots. It is generally well-tolerated, but there are some potential side effects that should be considered before starting treatment..

3D structure

Cartesian coordinates

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

2D drawing


Rivaroxaban KGFYHTZWPPHNLQ-AWEZNQCLSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name5-chloro-N-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]thiophene-2-carboxamide
InChI codeInChI=1S/C19H18ClN3O5S/c20-16-6-5-15(29-16)18(25)21-9-14-10-23(19(26)28-14)13-3-1-12(2-4-13)22-7-8-27-11-17(22)24/h1-6,14H,7-11H2,(H,21,25)/t14-/m0/s1

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.

  • (S)-5-Chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)-oxazolidin-5-yl)methyl )thiophene-2-carboxamide
  • (S)-5-Chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)-oxazolidin-5-yl)methyl)thiophene-2-carboxamide
  • (S)-5-Chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)thiophene-2-carboxamide
  • 1429742-50-6
  • 2-Thiophenecarboxamide, 5-chloro-N-(((5S)-2-oxo-3-(4-(3-oxo-4-morpholinyl)phenyl)-5-oxazolidinyl)methyl)-
  • 2w26
  • 366789-02-8
  • 5-Chlor-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-2-thiophenecarboxamide
  • 5-Chloro-N-(((5S)-2-oxo-3-(4-(3-oxomorpholin-4-yl)phenyl)-1,3-oxazolidin-5-yl)methyl)thiophene-2-carboxamide
  • 5-Chloro-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}-methyl)-2-thiophenecarboxamide
  • 5-Chloro-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-2-thiophencarboxamide
  • 5-Chloro-N-({(5s)-2-Oxo-3-[4-(3-Oxomorpholin-4-Yl)phenyl]-1,3-Oxazolidin-5-Yl}methyl)thiophene-2-Carboxamide
  • 5-Chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]oxazolidin-5-yl]methyl}thiophene-2-carboxamide
  • 5-chloro-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-2-thiophene-carboxamide
  • 5-chloro-N-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-2-thiophenecarboxamide
  • 5-chloro-N-({(5s)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl} methyl)thiophene-2-carboxamide
  • 5-chloro-N-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]thiophene-2-carboxamide
  • 5-chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide
  • 5-chloro-n-({(5s)-2-oxo-3-[4-(3-oxo-4-morpholinyl) phenyl]-1,3-oxazolidin-5-yl}methyl)-2-thiophenecarboxamide
  • 789R028
  • 9NDF7JZ4M3
  • A14979
  • AB01563270_01
  • AMY1799
  • BAY 59-7939
  • BAY-59-7939
  • BAY59-7939
  • BDBM7840
  • BR164355
  • C19H18ClN3O5S
  • CCG-212899
  • CS-0555
  • D07086
  • DB06228
  • EX-A206
  • GTPL6388
  • HSDB 8149
  • HY-50903
  • JNJ-39039039
  • JNJ39039039
  • MFCD11974010
  • MLS006010027
  • NCGC00262945-10
  • NCGC00379033-04
  • Q-102503
  • Q420262
  • R-Rivaroxaban; ent-Rivaroxaban; [({(5R)-2-Oxo-3-[p-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)amino](5-chloro-2-thienyl)formaldehyde; 5-Chloro-N-[[(5R)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide
  • RIV
  • Rivaroxaban
  • Rivaroxaban (JAN/USAN/INN)
  • Rivaroxaban (Xarelto)
  • Rivaroxaban Enantiomer (R-Isomer)
  • Rivaroxaban,Xarelto,BAY 59-7939
  • Rivaroxaban- Bio-X
  • Rivaroxaban; (S)-5-chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)thiophene-2-carboxamide
  • SMR002529611
  • SR-01000944189
  • SR-01000944189-1
  • US8822458, 44
  • US8822458, 97
  • Xarelto

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3964126
  • AKOS005145918
  • BRD-K37130656-001-01-2
  • DTXSID3057723
  • CHEMBL198362
  • CHEBI:68579
  • SCHEMBL3914

Physico-Chemical properties

IUPAC name5-chloro-N-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]thiophene-2-carboxamide
Molecular formulaC19H18ClN3O5S
Molecular weight435.881
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity114.09
Topological polar surface area116.4

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.