Details of the Drug

General Information of Drug (ID: DM34V5W)

Drug Name

Fenethylline

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

Disease Entry	ICD 11	Status	REF
Narcolepsy	7A20	Investigative	[1]

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

341.4

Topological Polar Surface Area (xlogp)

1.4

Rotatable Bond Count (rotbonds)

6

Hydrogen Bond Donor Count (hbonddonor)

1

Hydrogen Bond Acceptor Count (hbondacc)

4

Chemical Identifiers

Formula: C18H23N5O2
IUPAC Name: 1,3-dimethyl-7-[2-(1-phenylpropan-2-ylamino)ethyl]purine-2,6-dione
Canonical SMILES: CC(CC1=CC=CC=C1)NCCN2C=NC3=C2C(=O)N(C(=O)N3C)C
InChI: NMCHYWGKBADVMK-UHFFFAOYSA-N
InChIKey: 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

Cross-matching ID

PubChem CID: 19527
ChEBI ID: CHEBI:135451
CAS Number: 3736-08-1
DrugBank ID: DB01482
INTEDE ID: DR0687

Molecular Interaction Atlas of This Drug

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 1A2 (CYP1A2)_{Main DME}	DEJGDUW	CP1A2_HUMAN	Substrate	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

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4	Effects of polyunsaturated fatty acids on prostaglandin synthesis and cyclooxygenase-mediated DNA adduct formation by heterocyclic aromatic amines in human adenocarcinoma colon cells. Mol Carcinog. 2004 Jul;40(3):180-8.
5	Endoxifen and other metabolites of tamoxifen inhibit human hydroxysteroid sulfotransferase 2A1 (hSULT2A1). Drug Metab Dispos. 2014 Nov;42(11):1843-50.
6	Cytochrome P450 1A2 (CYP1A2) activity and risk factors for breast cancer: a cross-sectional study. Breast Cancer Res. 2004;6(4):R352-65.
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8	The effect of apigenin on pharmacokinetics of imatinib and its metabolite N-desmethyl imatinib in rats. Biomed Res Int. 2013;2013:789184.
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10	The influence of metabolic gene polymorphisms on urinary 1-hydroxypyrene concentrations in Chinese coke oven workers. Sci Total Environ. 2007 Aug 1;381(1-3):38-46.
11	Identification of P450 enzymes involved in metabolism of verapamil in humans. Naunyn Schmiedebergs Arch Pharmacol. 1993 Sep;348(3):332-7.
12	Metabolism and metabolic inhibition of xanthotoxol in human liver microsomes. Evid Based Complement Alternat Med. 2016;2016:5416509.