Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0522)
Drug Name
Dofetilide
Synonyms
Dofetilida; Dofetilida [INN-Spanish]; Dofetilide; Dofetilide (Tikosyn); Dofetilide(Tikosyn); Dofetilidum; Dofetilidum [INN-Latin]; R4Z9X1N2ND; Tikosyn; UK 68,798; UK 68798; UK-68,798; UK-68798; 1-(4-Methanesulphonamidophenoxy)-2-[N-(4-methanesulphonamidophenethyl)-N-methylamino]ethane; 115256-11-6; C19H27N3O5S2; CHEBI:4681; CHEMBL473; N-[4-[2-[Methyl[2-[4-[(methylsulfonyl)amino]phenoxy]ethyl]amino]ethyl]phenyl]methanesulfonamide; UNII-R4Z9X1N2ND; beta-((p-Methanesulfonamidophenethyl)methylamino)methanesulfono-p-phenetidide
Indication Atrial fibrillation [ICD11: BC81] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 441.6 Topological Polar Surface Area 122
Heavy Atom Count 29 Rotatable Bond Count 11
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
71329
PubChem SID
9953 ; 6866968 ; 7847713 ; 7979117 ; 8194566 ; 11528674 ; 12014163 ; 14832836 ; 26719840 ; 26757968 ; 43127674 ; 46386638 ; 46509127 ; 49681772 ; 49830467 ; 50139453 ; 50845418 ; 57318136 ; 81041120 ; 87350381 ; 92308504 ; 92308779 ; 92719410 ; 103168841 ; 103940282 ; 104253292 ; 104350198 ; 117632008 ; 119526323 ; 121361247 ; 124659024 ; 124757413 ; 124800159 ; 125001905 ; 125164217 ; 125338634 ; 126620831 ; 126658284 ; 126670949 ; 128235810 ; 131295440 ; 131542548 ; 134337788 ; 135028787 ; 135650201 ; 135692215 ; 136946393 ; 137005478 ; 140086817 ; 144115915
ChEBI ID
ChEBI:4681
CAS Number
115256-11-6
TTD Drug ID
D0NW3X
Formula
C19H27N3O5S2
Canonical SMILES
CN(CCC1=CC=C(C=C1)NS(=O)(=O)C)CCOC2=CC=C(C=C2)NS(=O)(=O)C
InChI
1S/C19H27N3O5S2/c1-22(13-12-16-4-6-17(7-5-16)20-28(2,23)24)14-15-27-19-10-8-18(9-11-19)21-29(3,25)26/h4-11,20-21H,12-15H2,1-3H3
InChIKey
IXTMWRCNAAVVAI-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Dofetilide metabolite M1 DM000127 N. A. Hydrolysis - Hydrolysis 1 [3]
Dofetilide metabolite M2 DM000128
10421927
Hydrolysis - Hydrolysis 1 [3]
Dofetilide N-oxide DM000126
101631562
Oxidation - N-Oxidation 1 [3]
N-desmethyl dofetllfde DM000125
10455225
Oxidation - N-Dealkylation 1 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000892 Dofetilide N-desmethyl dofetllfde Oxidation - N-Dealkylation CYP3A4 [3]
MR000893 Dofetilide Dofetilide N-oxide Oxidation - N-Oxidation CYP3A4 [3]
MR000894 Dofetilide Dofetilide metabolite M1 Hydrolysis - Hydrolysis Unclear [3]
MR000895 Dofetilide Dofetilide metabolite M2 Hydrolysis - Hydrolysis Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Dofetilide was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Significance of metabolism in the disposition and action of the antidysrhythmic drug, dofetilide. In vitro studies and correlation with in vivo data. Drug Metab Dispos. 1996 Apr;24(4):447-55.
3 Dofetilide, a novel class III antiarrhythmic agent J Cardiovasc Pharmacol. 1992;20 Suppl 2:S96-105.

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