
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

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