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

General Information of Drug (ID: DR1641)
Drug Name
Trifluoperazine
Synonyms
Trifluoperazin; Trifluoperazina; Trifluoperazina [INN-Spanish]; Trifluoperazina [Italian]; Trifluoperazine HCl; Trifluoperazine [INN:BAN]; Trifluoperazine hydrochloride; Trifluoperazinum; Trifluoperazinum [INN-Latin]; Trifluoromethylperazine; Trifluoroperazine; Trifluperazine; Triflurin; Trifluroperizine; Triftazin; Triperazine; Triphthasine; Calmazine; Eskazine; Fluoperazine; Flurazine; RP 7623; Stelazine; trifluoperazine; 117-89-5; NSC 17474; Trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine
Indication Schizophrenia [ICD11: 6A20] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 407.5 Topological Polar Surface Area 35
Heavy Atom Count 28 Rotatable Bond Count 4
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 7
Cross-matching ID
PubChem CID
5566
PubChem SID
9377 ; 602753 ; 841996 ; 4252673 ; 5664287 ; 7890752 ; 7980830 ; 10319712 ; 10505141 ; 11110644 ; 11110645 ; 11120338 ; 11120826 ; 11121314 ; 11121780 ; 11122260 ; 11336018 ; 11361257 ; 11362944 ; 11363562 ; 11364843 ; 11365506 ; 11366124 ; 11367405 ; 11368068 ; 11368686 ; 11369967 ; 11371059 ; 11371060 ; 11372247 ; 11373007 ; 11373669 ; 11373974 ; 11375567 ; 11376230 ; 11376848 ; 11378135 ; 11405822 ; 11408478 ; 11458546 ; 11460495 ; 11462229 ; 11466341 ; 11467461 ; 11484491 ; 11486261 ; 11488644 ; 11491189 ; 11492183 ; 11494482
ChEBI ID
ChEBI:45951
CAS Number
117-89-5
TTD Drug ID
D0R4OM
Formula
C21H24F3N3S
Canonical SMILES
CN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)C(F)(F)F
InChI
1S/C21H24F3N3S/c1-25-11-13-26(14-12-25)9-4-10-27-17-5-2-3-6-19(17)28-20-8-7-16(15-18(20)27)21(22,23)24/h2-3,5-8,15H,4,9-14H2,1H3
InChIKey
ZEWQUBUPAILYHI-UHFFFAOYSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
Deaminated imatinib DM004307
53167
Oxidation - N-Dealkylation of alicyclic tertiary amine AndFromCyProduct 1 Human
Formaldehyde DM001748
712
Oxidation - N-Dealkylation from CyProduct 1 Human
Trifluoperazine M1 PDM007342 N. A. Oxidation - Aromatic hydroxylation of fused benzene ring AndFromCyProduct 1 Human
Trifluoperazine M12 PDM007352
54233492
Oxidation - N-Dealkylation of mixed tertiary amine 1 Human
Trifluoperazine M13 PDM007353
7082
Oxidation - N-Dealkylation of mixed tertiary amine 1 Human
Trifluoperazine M14 PDM007354
139567019
Oxidation - Hydroxylation of acyclic aliphatic secondary carbon 1 Human
Trifluoperazine M15 PDM007355
129318566
Oxidation - N-Oxidation of alicyclic tertiary amine 1 Human
Trifluoperazine M16 PDM007356
10477394
Oxidation - N-Oxidation of alicyclic tertiary amine 1 Human
Trifluoperazine M17 PDM007357 N. A. Oxidation - Aliphatic hydroxylation of carbon alpha to secondary or tertiary alkyl-N 1 Human
Trifluoperazine M17 PDM007357 N. A. Oxidation - Hydroxylation of heteroalicyclic secondary carbon 1 Human
Trifluoperazine M18 PDM007358 N. A. Oxidation - Aliphatic hydroxylation of carbon alpha to secondary or tertiary alkyl-N 1 Human
Trifluoperazine M18 PDM007358 N. A. Oxidation - Hydroxylation of heteroalicyclic secondary carbon 1 Human
Trifluoperazine M2 PDM007343
173853
Oxidation - Aromatic hydroxylation of fused benzene ring AndFromCyProduct 1 Human
Trifluoperazine M21 PDM007359 N. A. Oxidation - Aliphatic hydroxylation of carbon alpha to secondary or tertiary alkyl-N 1 Human
Trifluoperazine M22 PDM007360 N. A. Oxidation - Aliphatic hydroxylation of carbon alpha to secondary or tertiary alkyl-N 1 Human
Trifluoperazine M3 PDM007344 N. A. Oxidation - Aromatic hydroxylation of fused benzene ring AndFromCyProduct 1 Human
Trifluoperazine M4 PDM007345
159622
Oxidation - S-Oxidation of diarylthioether to sulfoxide AndFromCyProduct 1 Human
Trifluoperazine M5 PDM007346
370853
Oxidation - N-Dealkylation of alicyclic tertiary amine AndFromCyProduct 1 Human
Trifluoperazine M7 PDM007348
162540220
Oxidation - N-Dealkylation of alicyclic tertiary amine AndFromCyProduct 1 Human
Trifluoperazine M10 PDM007350 N. A. Conjugation - Aromatic OH-glucuronidation 2 Human
Trifluoperazine M11 PDM007351 N. A. Conjugation - Aromatic OH-glucuronidation 2 Human
Trifluoperazine M9 PDM007349 N. A. Conjugation - Aromatic OH-glucuronidation 2 Human
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Dimethylaniline oxidase 2 (FMO2) DME0283 Homo sapiens
FMO2_HUMAN
1.14.13.8
[3]
References
1 Trifluoperazine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Psychotropic Medications Metabolized by Cytochromes P450 (CYP) 1A2 Enzyme and Relevant Drug Interactions: Review of Articles
3 Human FMO2-based microbial whole-cell catalysts for drug metabolite synthesis. Microb Cell Fact. 2015 Jun 12;14:82.

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