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

General Information of Drug (ID: DR2517)
Drug Name
Nomifensine
Synonyms
Alival; D,L-nomifensine; Linamiphen; Nomifensina; Nomifensina [INN-Spanish]; Nomifensine; Nomifensine [INN:BAN]; Nomifensinum; Nomifensinum [INN-Latin]; nomifensin; (+)-Nomifensine; (+)-Nomiphensine; (+-)-Nomifensin; (+-)-Nomifensine; 2-Methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine; 2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolin-8-amine; 24526-64-5; 8-Amino-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline; 8-Isoquinolinamine, 1,2,3,4-tetrahydro-2-methyl-4-phenyl-; BRN 6064059; CCRIS 9179
Indication Depression [ICD11: 6A71] Discontinued [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 238.33 Topological Polar Surface Area 29.3
Heavy Atom Count 18 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
4528
ChEBI ID
CHEBI:116225
CAS Number
24526-64-5
Formula
C16H18N2
Canonical SMILES
CN1CC(C2=C(C1)C(=CC=C2)N)C3=CC=CC=C3
InChI
1S/C16H18N2/c1-18-10-14(12-6-3-2-4-7-12)13-8-5-9-16(17)15(13)11-18/h2-9,14H,10-11,17H2,1H3
InChIKey
XXPANQJNYNUNES-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
Nomifensinc N-hydroxylamine (H6) DM007007
154572817
Unclear 1 [2]
Nomifensine H1 DM007011 N. A. Unclear 1 [2]
Nomifensine H2 DM007014
162784
Unclear 1 [2]
Nomifensine H4 DM007009 N. A. Unclear 1 [2]
Nomifensine N-oxides(H7 and H8) DM007013 N. A. Unclear 1 [2]
Nomifensine M3,M4,M5,M6 DM007010 N. A. Unclear 2 [2]
Nomifensine M7,M8,M9 DM007012 N. A. Unclear 2 [2]
Nomifensine-GSH sulfinamide(M1,M2) DM007008 N. A. Unclear 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007636 Nomifensine Nomifensinc N-hydroxylamine (H6) Unclear CYP2B6 ... [2]
MR007638 Nomifensine Nomifensine H4 Unclear CYP2B6 ... [2]
MR007640 Nomifensine Nomifensine H1 Unclear CYP3A4 ... [2]
MR007642 Nomifensine Nomifensine N-oxides(H7 and H8) Unclear FMO3 ... [2]
MR007643 Nomifensine Nomifensine H2 Unclear Unclear [2]
MR007637 Nomifensinc N-hydroxylamine (H6) Nomifensine-GSH sulfinamide(M1,M2) Unclear Unclear [2]
MR007641 Nomifensine H1 Nomifensine M7,M8,M9 Unclear Unclear [2]
MR007639 Nomifensine H4 Nomifensine M3,M4,M5,M6 Unclear Unclear [2]
⏷ Show the Full List of 8 MR(s)
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]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Dimethylaniline oxidase 1 (FMO1) DME0059 Homo sapiens
FMO1_HUMAN
1.14.13.8
[2]
Dimethylaniline oxidase 3 (FMO3) DME0039 Homo sapiens
FMO3_HUMAN
1.14.13.8
[2]
Dimethylaniline oxidase 5 (FMO5) DME0634 Homo sapiens
FMO5_HUMAN
1.14.13.8
[3]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
⏷ Show the Full List of 7  DME(s)
References
1 National Center for Advancing Translational Science-Inxight: drug (1LGS5JRP31)
2 In vitro metabolism studies of nomifensine monooxygenation pathways: metabolite identification, reaction phenotyping, and bioactivation mechanism
3 Drug metabolism by flavin-containing monooxygenases of human and mouse. Expert Opin Drug Metab Toxicol. 2017 Feb;13(2):167-181.

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