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

General Information of Drug (ID: DR5420)
Drug Name
Pitolisant
Synonyms
Pitolisant; 362665-56-3; TIPROLISANT; BF2.649; UNII-4BC83L4PIY; 1-[3-[3-(4-chlorophenyl)propoxy]propyl]piperidine; Pitolisant (BF2.649); 1-(3-(3-(4-Chlorophenyl)propoxy)propyl)piperidine; 4BC83L4PIY; Piperidine, 1-[3-[3-(4-chlorophenyl)propoxy]propyl]-; CHEMBL462605; wakix; 1-[3-[3-(4-Chlorophenyl)propoxy]propyl]-piperidinehydrochloride; 1-{3-[3-(4-chlorophenyl)propoxy]propyl}piperidine; Tirolisant; Pitolisant (INN); tiprolisant [USAN]; Wakix (TN); Pitolisant [USAN:INN]; SCHEMBL117648; GTPL8924; CTK1B6404; HBS-101
Indication Excessive daytime sleepiness [ICD11: MG42] Approved [1]
Schizophrenia [ICD11: ICD11: 6A20] Phase 3 [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 295.8 Topological Polar Surface Area 12.5
Heavy Atom Count 20 Rotatable Bond Count 8
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
9948102
ChEBI ID
CHEBI:134709
CAS Number
362665-56-3
TTD Drug ID
D01UUD
Formula
C17H26ClNO
Canonical SMILES
C1CCN(CC1)CCCOCCCC2=CC=C(C=C2)Cl
InChI
InChI=1S/C17H26ClNO/c18-17-9-7-16(8-10-17)6-4-14-20-15-5-13-19-11-2-1-3-12-19/h7-10H,1-6,11-15H2
InChIKey
NNACHAUCXXVJSP-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
BP1.8054 DM015478
5813910
Unclear - Unclear 1 [4]
BP2.941 DM016713
145722028
Oxidation - Hydroxylation 1 [4]
BP2.951 DM018799 N. A. Conjugation - Glycine conjugation 1 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR011133 Pitolisant BP2.941 Oxidation - Hydroxylation CYP2D6 ... [4]
MR011134 Pitolisant BP2.951 Conjugation - Glycine conjugation CYP2D6 ... [5]
MR011135 Pitolisant BP1.8054 Unclear - Unclear Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
References
1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2019
2 ClinicalTrials.gov (NCT01800045) Pitolisant to Assess Weekly Frequency of Cataplexy Attacks and EDS in Narcoleptic Patients (HARMONY CTP). U.S. National Institutes of Health.
3 Ema.europa:Pitolisant
4 FDA Center for Drug Evaluation and Research: Pitolisant Non-clinical Review(s)
5 Wakix, INN-Pitolisant - European Medicines Agency - Europa EU

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