RWF

R-WARFARIN

Created: 2003-07-29
Last modified:  2011-11-03

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Chemical Details

Formal Charge0
Atom Count39
Chiral Atom Count1
Bond Count41
Aromatic Bond Count17
2D diagram of RWF
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Chemical Component Summary

NameR-WARFARIN
Systematic Name (OpenEye OEToolkits)4-hydroxy-3-[(1R)-3-oxo-1-phenyl-butyl]chromen-2-one
FormulaC19 H16 O4
Molecular Weight308.328
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(C)CC(C1=C(O)c2c(OC1=O)cccc2)c3ccccc3
SMILESCACTVS3.341CC(=O)C[CH](c1ccccc1)C2=C(O)c3ccccc3OC2=O
SMILESOpenEye OEToolkits1.5.0CC(=O)CC(c1ccccc1)C2=C(c3ccccc3OC2=O)O
Canonical SMILESCACTVS3.341 CC(=O)C[C@H](c1ccccc1)C2=C(O)c3ccccc3OC2=O
Canonical SMILESOpenEye OEToolkits1.5.0 CC(=O)C[C@H](c1ccccc1)C2=C(c3ccccc3OC2=O)O
InChIInChI1.03 InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m1/s1
InChIKeyInChI1.03 PJVWKTKQMONHTI-OAHLLOKOSA-N

Drug Info: DrugBank

DrugBank IDDB08496 
Name(R)-warfarin
Groups experimental
DescriptionWarfarin consists of a racemic mixture of two active enantiomers—R- and S- forms—each of which is cleared by different pathways. S-warfarin is 2-5 times more potent than the R-isomer in producing an anticoagulant response.[A1038]
Synonyms
  • (R)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
  • 4-hydroxy-3-[(1R)-3-oxo-1-phenylbutyl]-2H-chromen-2-one
  • R-warfarin
  • (R)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone
  • (R)-warfarin
Categories
  • Anticoagulants
  • Cytochrome P-450 CYP1A2 Substrates
  • Cytochrome P-450 CYP2C18 Substrates
  • Cytochrome P-450 CYP2C19 Substrates
  • Cytochrome P-450 CYP2C8 Substrates
CAS number40281-89-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Cytochrome P450 2C8MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...unknownsubstrate
Cytochrome P450 2C9MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...unknownsubstrate
Cytochrome P450 2C18MDPAVALVLCLSCLFLLSLWRQSSGRGRLPSGPTPLPIIGNILQLDVKDM...unknownsubstrate
Cytochrome P450 2C19MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...unknownsubstrate
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 54684598
ChEMBL CHEMBL251073
ChEBI CHEBI:87737
CCDC/CSD BAFYOA