5-R-Rivaroxaban

C19H18ClN3O5SCAS 865479-71-6435.88 g/mol

Open in Covalent MOL file
OONNOONHOSCl
AmideAryl halideCarbamateEtherLactam

Properties

Molecular formula
C19H18ClN3O5S
Molar mass
435.88 g/mol
Exact mass
435.0656 Da
logP
2.52Crippen estimate
Polar surface area
88.2 Ų
H-bond donors / acceptors
1 / 6
Rotatable bonds
5
Stereocentres
Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

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Identifiers

CAS number
865479-71-6
SMILES
C1COCC(=O)N1C2=CC=C(C=C2)N3C[C@H](OC3=O)CNC(=O)C4=CC=C(S4)Cl
InChIKey
KGFYHTZWPPHNLQ-CQSZACIVSA-N
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-/m1/s1
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.71 (d, J = 3.5 Hz, 1H), 7.41 (m, J = 7.7 Hz, 2H), 7.41 (m, J = 7.7 Hz, 2H), 7.25 (d, J = 3.5 Hz, 1H), 5.90 (br t, J = 5.0 Hz, 1H), 4.68 (quint, J = 7.0 Hz, 1H), 4.54 (s, 2H), 4.09 (d, J = 7.0 Hz, 2H), 4.00 (t, J = 7.0 Hz, 2H), 3.82 (t, J = 7.0 Hz, 2H), 3.68 (dd, J = 7.0, 5.0 Hz, 2H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 169.1, 166.8, 156.3, 133.7, 133.7, 132.1, 131.6, 127.6, 127.1, 120.5, 120.5, 75.0, 71.8, 62.6, 55.3, 48.9, 43.4.
[M + H]+
[M + H]+ Calcd for C19H19ClN3O5S 436.0728
[M + Na]+
[M + Na]+ Calcd for C19H18ClN3NaO5S 458.0548
[M − H]−
[M − H]− Calcd for C19H17ClN3O5S 434.0583
Elemental analysis
Anal. Calcd for C19H18ClN3O5S: C, 52.36; H, 4.16; N, 9.64; S, 7.36.

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Names and synonyms

1 name
  • Rivaroxaban, (R)-

Work with 5-R-Rivaroxaban

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Rivaroxaban366789-02-8Enantiomer

Similar compounds

Dechloro-rivaroxaban1415566-28-773 % similar 4-[4-[(5S)-5-(Aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]-morpholin-3-one446292-10-057 % similar 4-(4-((5S)-5-(Aminomethyl)-2-oxo-1,3-oxazolidin-3-yl)phenyl)morpholin-3-one hydrochloride898543-06-155 % similar 2-[[(5S)-2-Oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-1H-isoindole-1,3(2H)-dione446292-08-652 % similar 4-(4-Aminophenyl)morpholin-3-one438056-69-041 % similar Linezolid165800-03-340 % similar 2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-morpholinyl)phenyl]amino]propyl]-1H-isoindole-1,3(2H)-dione446292-07-538 % similar (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione168828-82-835 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Cloxacillin61-72-3

Elsewhere

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