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

General Information of Drug (ID: DR5192)
Drug Name
Rizatriptan
Synonyms
Risatriptan; Rizatriptanum; Rizatriptan benzoat; MK 462 free base; Maxalt (TN); Rizaliv (TN); Rizalt (TN); Rizatriptan (INN); Rizatriptan [INN:BAN]; N,N-Dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine; N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine; N,N-Dimethyl-2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethylamine; N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]-ethanamine; N,N-dimethyl-2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine
Indication Migraine [ICD11: 8A80] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 269.34 Topological Polar Surface Area 49.7
Heavy Atom Count 20 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
5078
ChEBI ID
CHEBI:48273
CAS Number
144034-80-0
TTD Drug ID
D0S9MU
Formula
C15H19N5
Canonical SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)CN3C=NC=N3
InChI
InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3
InChIKey
ULFRLSNUDGIQQP-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
6-Hydroxy rizatriptan DM015782
11742124
Oxidation - Demethylation 1 [4]
6-Hydroxy rizatriptan DM015782
11742124
Oxidation - Hydroxylation 1 [4]
Rizatriptan N10-oxide DM015611
10069964
Oxidation - N-oxidation 1 [4]
Triazolomethyl-indole-3-acetic acid DM015636
10244117
Oxidation - Oxidative deamination 1 [4]
6-Hydroxy rizatriptan sulfate DM015586
9976084
Conjugation - Sulfation 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008984 Rizatriptan 6-Hydroxy rizatriptan Oxidation - Hydroxylation Unclear [4]
MR008986 Rizatriptan Triazolomethyl-indole-3-acetic acid Oxidation - Oxidative deamination MAOA [4]
MR008987 Rizatriptan Rizatriptan N10-oxide Oxidation - N-oxidation Unclear [4]
MR008985 6-Hydroxy rizatriptan 6-Hydroxy rizatriptan sulfate Conjugation - Sulfation Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Monoamine oxidase type A (MAO-A) DME0044 Homo sapiens
AOFA_HUMAN
1.4.3.4
[2]
Monoamine oxidase type A (MAO-A) DME0044 Homo sapiens
AOFA_HUMAN
1.4.3.4
[3] , [2]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 51).
2 The effects of moclobemide on the pharmacokinetics of the 5-HT1B/1D agonist rizatriptan in healthy volunteers
3 Utilization of Liver Microsomes to Estimate Hepatic Intrinsic Clearance of Monoamine Oxidase Substrate Drugs in Humans
4 Disposition and pharmacokinetics of the antimigraine drug, rizatriptan, in humans

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