SWF

S-WARFARIN

Created:	2003-04-24
Last modified:	2011-11-03

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5 entries where SWF is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	39
Chiral Atom Count	1
Bond Count	41
Aromatic Bond Count	17

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Chemical Component Summary
Name	S-WARFARIN
Systematic Name (OpenEye OEToolkits)	4-hydroxy-3-[(1S)-3-oxo-1-phenyl-butyl]chromen-2-one
Formula	C₁₉ H₁₆ O₄
Molecular Weight	308.328
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(C)CC(C1=C(O)c2c(OC1=O)cccc2)c3ccccc3
SMILES	CACTVS	3.341	CC(=O)C[CH](c1ccccc1)C2=C(O)c3ccccc3OC2=O
SMILES	OpenEye OEToolkits	1.5.0	CC(=O)CC(c1ccccc1)C2=C(c3ccccc3OC2=O)O
Canonical SMILES	CACTVS	3.341	CC(=O)C[C@@H](c1ccccc1)C2=C(O)c3ccccc3OC2=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(=O)C[C@@H](c1ccccc1)C2=C(c3ccccc3OC2=O)O
InChI	InChI	1.03	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-/m0/s1
InChIKey	InChI	1.03	PJVWKTKQMONHTI-HNNXBMFYSA-N

Drug Info: DrugBank

DrugBank ID	DB14055
Name	(S)-Warfarin
Groups	experimental investigational
Description	Warfarin 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.[A7166]
Synonyms	S-Warfarin 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one (S)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2-benzopyrone (-)-Warfarin (S)-Warfarin Levrowarfarin
Categories	Anticoagulants Cytochrome P-450 CYP2C18 Substrates Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Vitamin K Antagonists
CAS number	5543-57-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate
Cytochrome P450 2C8	MEPFVVLVLCLSFMLLFSLWRQSCRRRKLPPGPTPLPIIGNMLQIDVKDI...	unknown	substrate
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	substrate
Cytochrome P450 2C18	MDPAVALVLCLSCLFLLSLWRQSSGRGRLPSGPTPLPIIGNILQLDVKDM...	unknown	substrate
Cytochrome P450 2C19	MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...	unknown	substrate

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