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

General Information of Drug (ID: DR0687)
Drug Name
Fenethylline
Prodrug Info Fenethylline is the prodrug of Amphetamine
Synonyms
Amfetyline; Amphetaminoethyltheophylline; Captagon; Ethylteophylline amphetamine; FENETHYLLINE; Fenetilina; Fenetilina [INN-Spanish]; Fenetillina; Fenetillina [DCIT]; Fenetylinum; Fenetyllin; Fenetylline; Fenetylline (INN); Fenetylline [INN:BAN]; Fenetyllinum; Fenetyllinum [INN-Latin]; Humburg 814; Phenethylline; Theophyllineethylamphetamine; 7-(2-((alpha-Methylphenethyl)amino)ethyl)theophylline; BRN 1169517; C18H23N5O2; D323; DEA No. 1503; NCGC00247730-01; Theophylline, 7-(2-((alpha-methylphenethyl)amino)ethyl)-
Indication Narcolepsy [ICD11: 7A20] Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 341.4 Topological Polar Surface Area 70.5
Heavy Atom Count 25 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
19527
ChEBI ID
CHEBI:135451
CAS Number
3736-08-1
Formula
C18H23N5O2
Canonical SMILES
CC(CC1=CC=CC=C1)NCCN2C=NC3=C2C(=O)N(C(=O)N3C)C
InChI
1S/C18H23N5O2/c1-13(11-14-7-5-4-6-8-14)19-9-10-23-12-20-16-15(23)17(24)22(3)18(25)21(16)2/h4-8,12-13,19H,9-11H2,1-3H3
InChIKey
NMCHYWGKBADVMK-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
Amphetamine DM003887
3007
Unclear 1 [3]
Fenethylline Metabolite M-3( hydroxyethyl-TP) DM005878
1892
Unclear 1 [3]
Fenethylline Metabolite M-4(aminoethyl-TP) DM005874
3188572
Unclear 1 [3]
Fenethylline Metabolite M-6( carboxymethyl-TP) DM005879
69550
Unclear 1 [3]
Fenethylline Metabolite M-2( acetylaminoethyl-TP ) DM005875 N. A. Unclear 2 [3]
Fenethylline Metabolite M-5( p-hydroxy-AP) DM000822
3651
Unclear 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006296 Fenethylline Fenethylline Metabolite M-4(aminoethyl-TP) Unclear Unclear [3]
MR006298 Fenethylline Fenethylline Metabolite M-1(AP ) Unclear CYP [3]
MR006300 Fenethylline Fenethylline Metabolite M-3( hydroxyethyl-TP) Unclear Unclear [3]
MR006301 Fenethylline Fenethylline Metabolite M-6( carboxymethyl-TP) Unclear Unclear [3]
MR006299 Fenethylline Metabolite M-1(AP ) Fenethylline Metabolite M-5( p-hydroxy-AP) Unclear Unclear [3]
MR006297 Fenethylline Metabolite M-4(aminoethyl-TP) Fenethylline Metabolite M-2( acetylaminoethyl-TP ) Unclear Unclear [3]
⏷ Show the Full List of 6 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]
References
1 Fenetylline: therapeutic use, misuse and/or abuse. Drug Alcohol Depend. 1986 Jun;17(2-3):259-71.
2 PharmGKB summary: caffeine pathway. Pharmacogenet Genomics. 2012 May;22(5):389-95.
3 Metabolic fate of fenetylline in rat and man

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.