Responsive image

Common name


Rivaroxaban

IUPAC name


5-chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide

SMILES


[H][C@]1(CNC(=O)C2=CC=C(Cl)S2)CN(C(=O)O1)C1=CC=C(C=C1)N1CCOCC1=O

Compound class


Antithrombotic Agents; Blood and Blood Forming Organs; Direct Factor Xa Inhibitors; Factor Xa Inhibitors; CYP3A4 Inhibitors;

Therapeutic area


Rivaroxaban is indicated for the prevention of venous thromboembolic events (VTE) in patients who have undergone total hips replacements and total knee replacement surgery; prevention of stroke and systemic embolism in patients with nonvalvular atrial fibrillation; treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE); to reduce risk of recurrent DVT and/or PE. Due to a lack of safety studies, it is not recommended for use in those under 18 years old. Its use is also not recommended in those with severe renal impairment (.

Common name


Rivaroxaban

IUPAC name


5-chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide

SMILES


[H][C@]1(CNC(=O)C2=CC=C(Cl)S2)CN(C(=O)O1)C1=CC=C(C=C1)N1CCOCC1=O

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

FORMULA


C19H18ClN3O5S

Responsive image

Common name


Rivaroxaban

IUPAC name


5-chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide

Molecular weight


435.881

clogP


2.838

clogS


-3.826

HBond Acceptor


5

HBond Donor


1

Total Polar
Surface Area


116.42

Number of Rings


4

Rotatable Bond


5

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00707 oxazolidin-2-one Responsive image O1CCNC1=O 0.0024
FDBF01341 (5S)-5-methyloxazolidin-2-one Responsive image CC1OC(=O)NC1 0.0014
FDBF03401 3-phenyloxazolidin-2-one Responsive image c1(ccccc1)N2CCOC2=O 0.0003
FDBF03402 4-phenylmorpholin-3-one Responsive image c1ccc(cc1)N2CCOCC2=O 0.0003
FDBF03403 (5S)-5-methyl-3-phenyl-oxazolidin-2-one Responsive image CC1OC(=O)N(C1)c2ccccc2 0.0003
FDBF03404 5-chloro-N-methyl-thiophene-2-carboxamide Responsive image CNC(=O)c1sc(cc1)Cl 0.0003
FDBF03405 N-[[(5S)-2-oxo-3-phenyl-oxazolidin-5-yl]methyl]formamide Responsive image C(C1OC(=O)N(C1)c2ccccc2)NC=O 0.0003
FDBF03406 morpholin-3-one Responsive image O1CCNC(=O)C1 0.0003
10 , 2