Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as phenylmorpholines. These are aromatic compounds containing a morpholine ring and a benzene ring linked to each other through a CC or a CN bond.


Organic compounds

Organoheterocyclic compounds



Calculated Property

kind Value Source
logP 1.74 ALOGPS
logS -4.6 ALOGPS
Water Solubility 1.00e-02 g/l ALOGPS
logP 1.9 ChemAxon
IUPAC Name 5-chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide ChemAxon
Traditional IUPAC Name rivaroxaban ChemAxon
Molecular Weight 435.881 ChemAxon
Monoisotopic Weight 435.065569098 ChemAxon
SMILES [H][C@]1(CNC(=O)C2=CC=C(Cl)S2)CN(C(=O)O1)C1=CC=C(C=C1)N1CCOCC1=O ChemAxon
Molecular Formula C19H18ClN3O5S ChemAxon
InChI InChI=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 ChemAxon
Polar Surface Area (PSA) 88.18 ChemAxon
Refractivity 104.74 ChemAxon
Polarizability 43.41 ChemAxon
Rotatable Bond Count 5 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 1 ChemAxon
pKa (strongest acidic) 13.6 ChemAxon
pKa (strongest basic) -1.6 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Coagulation factor X : in Human