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

General Information of Drug (ID: DR5288)
Drug Name
Pimavanserin
Synonyms ST51054136; AC-5273; I14-1981; 1-[(4-fluorophenyl)methyl]-1-(1-methyl-4-piperidyl)-3-[[4-(2-methylpropoxy)phenyl]methyl]urea
Indication Parkinsonism [ICD11: 8A00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 427.6 Topological Polar Surface Area 44.8
Heavy Atom Count 31 Rotatable Bond Count 8
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
10071196
ChEBI ID
CHEBI:133017
CAS Number
706779-91-1
TTD Drug ID
D0J8JP
Formula
C25H34FN3O2
Canonical SMILES
CC(C)COC1=CC=C(C=C1)CNC(=O)N(CC2=CC=C(C=C2)F)C3CCN(CC3)C
InChI
InChI=1S/C25H34FN3O2/c1-19(2)18-31-24-10-6-20(7-11-24)16-27-25(30)29(23-12-14-28(3)15-13-23)17-21-4-8-22(26)9-5-21/h4-11,19,23H,12-18H2,1-3H3,(H,27,30)
InChIKey
RKEWSXXUOLRFBX-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
Pimavanserin metabolite M1 DM016983 N. A. Oxidation - Dehydrogenation 1 [3]
Pimavanserin metabolite M15 DM016969 N. A. Oxidation - Dihydroxylation 1 [3]
Pimavanserin metabolite M16 DM016967 N. A. Oxidation - Dihydroxylation 1 [3]
Pimavanserin metabolite M21 DM016982 N. A. Oxidation - Trihydroxylation 1 [3]
Pimavanserin metabolite M22 DM016277
68194741
Unclear - Unclear 1 [3]
Pimavanserin metabolite M3 DM016047
25207724
Oxidation - Demethylation 1 [3]
Pimavanserin metabolite M6 DM016052
25234455
Oxidation - Debutylation 1 [3]
Pimavanserin metabolite M8 DM016976 N. A. Oxidation - Hydroxylation 1 [3]
Pimavanserin metabolite M9 DM016973 N. A. Oxidation - Hydroxylation 1 [3]
Pimavanserin metabolite M10 DM016979 N. A. Multi-steps Reaction - Hydroxylation; dehydrogenated 2 [3]
Pimavanserin metabolite M11 DM016974 N. A. Multi-steps Reaction - Hydroxylation; dehydrogenated 2 [3]
Pimavanserin metabolite M12 DM016978 N. A. Multi-steps Reaction - Hydroxylation; demethylation 2 [3]
Pimavanserin metabolite M13 DM016977 N. A. Unclear - Unclear 2 [3]
Pimavanserin metabolite M14 DM016975 N. A. Multi-steps Reaction - Hydroxylation; debutylation 2 [3]
Pimavanserin metabolite M17 DM016972 N. A. Multi-steps Reaction - Dihydroxylation; dehydrogenated 2 [3]
Pimavanserin metabolite M18 DM016968 N. A. Multi-steps Reaction - Dihydroxylation; dehydrogenated 2 [3]
Pimavanserin metabolite M19 DM016971 N. A. Multi-steps Reaction - Dihydroxylation; demethylation 2 [3]
Pimavanserin metabolite M20 DM016970 N. A. Multi-steps Reaction - Dihydroxylation; deethylation 2 [3]
Pimavanserin metabolite M4 DM016981 N. A. Multi-steps Reaction - Demethylation; dehydrogenated 2 [3]
Pimavanserin metabolite M7 DM016980 N. A. Multi-steps Reaction - Debutylation; dehydrogenated 2 [3]
⏷ Show the Full List of 20  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007856 Pimavanserin Pimavanserin metabolite M16 Oxidation - Dihydroxylation Unclear [3]
MR007858 Pimavanserin Pimavanserin metabolite M15 Oxidation - Dihydroxylation Unclear [3]
MR007862 Pimavanserin Pimavanserin metabolite M9 Oxidation - Hydroxylation Unclear [3]
MR007865 Pimavanserin Pimavanserin metabolite M8 Oxidation - Hydroxylation Unclear [3]
MR007869 Pimavanserin Pimavanserin metabolite M6 Oxidation - Debutylation Unclear [3]
MR007871 Pimavanserin Pimavanserin metabolite M3 Oxidation - Demethylation Unclear [3]
MR007873 Pimavanserin Pimavanserin metabolite M21 Oxidation - Trihydroxylation Unclear [3]
MR007874 Pimavanserin Pimavanserin metabolite M22 Unclear - Unclear Unclear [3]
MR007875 Pimavanserin Pimavanserin metabolite M1 Oxidation - Dehydrogenation Unclear [3]
MR007859 Pimavanserin metabolite M15 Pimavanserin metabolite M20 Multi-steps Reaction - Dihydroxylation; deethylation Unclear [3]
MR007860 Pimavanserin metabolite M15 Pimavanserin metabolite M19 Multi-steps Reaction - Dihydroxylation; demethylation Unclear [3]
MR007861 Pimavanserin metabolite M15 Pimavanserin metabolite M17 Multi-steps Reaction - Dihydroxylation; dehydrogenated Unclear [3]
MR007857 Pimavanserin metabolite M16 Pimavanserin metabolite M18 Multi-steps Reaction - Dihydroxylation; dehydrogenated Unclear [3]
MR007872 Pimavanserin metabolite M3 Pimavanserin metabolite M4 Multi-steps Reaction - Demethylation; dehydrogenated Unclear [3]
MR007870 Pimavanserin metabolite M6 Pimavanserin metabolite M7 Multi-steps Reaction - Debutylation; dehydrogenated Unclear [3]
MR007866 Pimavanserin metabolite M8 Pimavanserin metabolite M13 Unclear - Unclear Unclear [3]
MR007867 Pimavanserin metabolite M8 Pimavanserin metabolite M12 Multi-steps Reaction - Hydroxylation; demethylation Unclear [3]
MR007868 Pimavanserin metabolite M8 Pimavanserin metabolite M10 Multi-steps Reaction - Hydroxylation; dehydrogenated Unclear [3]
MR007863 Pimavanserin metabolite M9 Pimavanserin metabolite M11 Multi-steps Reaction - Hydroxylation; dehydrogenated Unclear [3]
MR007864 Pimavanserin metabolite M9 Pimavanserin metabolite M14 Multi-steps Reaction - Hydroxylation; debutylation Unclear [3]
⏷ Show the Full List of 20 MR(s)
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
[2]
Cytochrome P450 2J2 (CYP2J2) DME0031 Homo sapiens
CP2J2_HUMAN
1.14.14.24
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[2]
References
1 2016 FDA drug approvals. Nat Rev Drug Discov. 2017 Feb 2;16(2):73-76.
2 PubChem:Pimavanserin
3 Investigation of metabolic profile of pimavanserin in rats by ultrahigh-performance liquid chromatography combined with Fourier transform ion cyclotron resonance mass spectrometry

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