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

General Information of Drug (ID: DR2285)
Drug Name
Famprofazone
Synonyms
Famprofazon; Famprofazona [INN-Spanish]; Famprofazone; Famprofazone [INN:BAN]; Famprofazonum; Famprofazonum [INN-Latin]; 22881-35-2; 3-(N-Methyl-(alpha-methyl-beta-phenyl)-ethyl-aminomethyl)-4-isopropyl-norantipyrine [French]; 3H-Pyrazol-3-one, 1,2-dihydro-1-methyl-4-(1-methylethyl)-5-[[methyl(1-methyl-2-phenylethyl)amino]methyl]-2-phenyl-; Antipyrine, 4-isopropyl-3-(alpha-(methyl-(1-phenyl-2-propyl)amino))-; BRN 5768367; C24H31N3O; EINECS 245-284-9
Indication Anaesthesia [ICD11: 8E22] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 377.5 Topological Polar Surface Area 26.8
Heavy Atom Count 28 Rotatable Bond Count 7
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
3326
ChEBI ID
CHEBI:93799
CAS Number
22881-35-2
Formula
C24H31N3O
Canonical SMILES
CC(C)C1=C(N(N(C1=O)C2=CC=CC=C2)C)CN(C)C(C)CC3=CC=CC=C3
InChI
1S/C24H31N3O/c1-18(2)23-22(17-25(4)19(3)16-20-12-8-6-9-13-20)26(5)27(24(23)28)21-14-10-7-11-15-21/h6-15,18-19H,16-17H2,1-5H3
InChIKey
GNUXVOXXWGNPIV-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
Oxidation - N-dealkylation 1 [3]
MethAmphetamine DM005397
10836
Oxidation - N-dealkylation 1 [3]
p-Hydroxydesmethylfamprofazone DM006664
10339689
Multi-steps Reaction - N-dealkylation; p-hydroxylation 1 [3]
Amphetamine DM003887
3007
Oxidation - N-demethylation 2 [3]
Ephedrine Pseudoephedrine DM006663
69524887
Oxidation - eta-hydroxylation 2 [3]
Fenethylline Metabolite M-5( p-hydroxy-AP) DM000822
3651
Oxidation - p-hydroxylation 2 [3]
Norephedrine Norpxudoephed rine DM006661
4786
Oxidation - eta-hydroxylation 2 [3]
p-Hydroxymethamphetamine DM006662
4655
Oxidation - p-hydroxylation 2 [3]
Fenethylline Metabolite M-5( p-hydroxy-AP) DM000822
3651
Oxidation - N-demethylation 3 [3]
Fenethylline Metabolite M-5( p-hydroxy-AP) DM000822
3651
Oxidation - p-hydroxylation 3 [3]
Norephedrine Norpxudoephed rine DM006661
4786
Oxidation - N-demethylation 3 [3]
Norephedrine Norpxudoephed rine DM006661
4786
Oxidation - eta-hydroxylation 3 [3]
⏷ Show the Full List of 12  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007169 Famprofazone Methamphetamine Oxidation - N-dealkylation Unclear [3]
MR007177 Famprofazone Amphetamine Oxidation - N-dealkylation Unclear [3]
MR007178 Famprofazone p-Hydroxydesmethylfamprofazone Multi-steps Reaction - N-dealkylation; p-hydroxylation Unclear [3]
MR007170 Methamphetamine Amphetamine Oxidation - N-demethylation Unclear [3]
MR007173 Methamphetamine p-Hydroxymethamphetamine Oxidation - p-hydroxylation Unclear [3]
MR007175 Methamphetamine Ephedrine Pseudoephedrine Oxidation - eta-hydroxylation Unclear [3]
MR007171 Amphetamine p-Hydroxyamphetamine Oxidation - p-hydroxylation Unclear [3]
MR007172 Amphetamine Norephedrine Norpxudoephed rine Oxidation - eta-hydroxylation Unclear [3]
MR007176 Ephedrine Pseudoephedrine Norephedrine Norpxudoephed rine Oxidation - N-demethylation Unclear [3]
MR007174 p-Hydroxymethamphetamine p-Hydroxyamphetamine Oxidation - N-demethylation Unclear [3]
⏷ Show the Full List of 10 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1363 Bacteroides cellulosilyticus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1364 Bacteroides coprophilus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1376 Bacteroides ovatus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1379 Bacteroides stercoris Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1431 Holdemanella biformis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1449 Prevotella copri Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1467 Subdoligranulum variabile Not Available Not Available [2]
⏷ Show the Full List of 15  DME(s)
References
1 Metabolic profile of amphetamine and methamphetamine following administration of the drug famprofazone. J Anal Toxicol. 2003 Oct;27(7):479-84.
2 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
3 Identification of new urinary metabolites of famprofazone in humans

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