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

General Information of Drug (ID: DR1712)
Drug Name
Vortioxetine hydrobromide
Synonyms
Vortioxetine (Lu AA21004) HBr; Vortioxetine (hydrobromide); Vortioxetine HBr; Vortioxetine hydrobromide; Vortioxetine hydrobromide [USAN]; Vortioxetine monohydrobromide; 1-(2-((2,4-Dimethylphenyl)sulfanyl)phenyl)piperazine monohydrobromide; 1-(2-((2,4-Dimethylphenyl)thio)phenyl)piperazine hydrobromide; 1-[2-[(2,4-dimethylphenyl)thio]phenyl]piperazine hydrobromide; 960203-27-4; C18H22N2S.BrH; CHEBI:76015; Lu AA21004 hydrobromide; TKS641KOAY; Trintellix (TN); UNII-TKS641KOAY
Indication Depression [ICD11: 6A71] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 379.4 Topological Polar Surface Area 40.6
Heavy Atom Count 22 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
56843850
ChEBI ID
CHEBI:76015
CAS Number
960203-27-4
TTD Drug ID
D03WEX
Formula
C18H23BrN2S
Canonical SMILES
CC1=CC(=C(C=C1)SC2=CC=CC=C2N3CCNCC3)C.Br
InChI
1S/C18H22N2S.BrH/c1-14-7-8-17(15(2)13-14)21-18-6-4-3-5-16(18)20-11-9-19-10-12-20;/h3-8,13,19H,9-12H2,1-2H3;1H
InChIKey
VNGRUFUIHGGOOM-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
LU-AA39835 DM005300
91936922
Oxidation - Hydrolyzationn 1 [2] , [3]
Vortioxetine Metabolite 1 DM005297
118753231
Oxidation - Hydrolyzationn 1 [2] , [3]
Vortioxetine Metabolite 2 DM005301
71768094
Oxidation - Hydrolyzationn 1 [2] , [3]
Vortioxetine Metabolite 4a DM005302
86343444
Oxidation - Oxidationn 1 [2] , [3]
LU-AA34443 DM005298
118753351
Oxidation - Carboxylation 2 [2] , [3]
LU-AA34443 Glucuronide Metabolite DM005299
156596456
Conjugation - Glucuronidation 2 [2] , [3]
LU-AA34443 Glucuronide Metabolite DM005299
156596456
Conjugation - Glucuronidation 3 [2] , [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005668 Vortioxetine hydrobromide Vortioxetine Metabolite 1 Oxidation - Hydrolyzationn CYP2D6 ... [2], [3]
MR005671 Vortioxetine hydrobromide LU-AA39835 Oxidation - Hydrolyzationn CYP2D6 ... [2], [3]
MR005673 Vortioxetine hydrobromide Vortioxetine Metabolite 2 Oxidation - Hydrolyzationn CYP2D6 ... [2], [3]
MR005674 Vortioxetine hydrobromide Vortioxetine Metabolite 4a Oxidation - Oxidationn CTP3A5 ... [2], [3]
MR005672 LU-AA39835 LU-AA34443 Glucuronide Metabolite Conjugation - Glucuronidation UGT [2], [3]
MR005669 Vortioxetine Metabolite 1 LU-AA34443 Oxidation - Carboxylation AOX1 ... [2], [3]
MR005670 LU-AA34443 LU-AA34443 Glucuronide Metabolite Conjugation - Glucuronidation UGT [2], [3]
⏷ Show the Full List of 7 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[3]
⏷ Show the Full List of 8  DME(s)
References
1 Vortioxetine Hydrobromide was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Identification of the cytochrome P450 and other enzymes involved in the in vitro oxidative metabolism of a novel antidepressant, Lu AA21004. Drug Metab Dispos. 2012 Jul;40(7):1357-65.
3 Vortioxetine: clinical pharmacokinetics and drug interactions. Clin Pharmacokinet. 2018 Jun;57(6):673-686.

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