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

General Information of Drug (ID: DR1256)
Drug Name
Perampanel
Synonyms
Perampanel; perampanelum; ER-155055-90; Fycompa; Fycompa (TN); 2-(2-oxo-1-phenyl-5-pyridin-2-ylpyridin-3-yl)benzonitrile; 2-(6'-Oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridin]-5'-yl)benzonitrile; 2-(6'-oxo-1'-phenyl-1',6'-dihydro-2,3'-bipyridin-5'-yl)benzonitrile; 3-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one; 380917-97-5; Benzonitrile, 2-(1',6'-dihydro-6'-oxo-1'-phenyl[2,3'-bipyridin]-5'-yl)-; C23H15N3O; CHEBI:71013; E 2007; E-2007; E2007; H821664NPK; UNII-H821664NPK
Indication Focal seizure [ICD11: 8A68] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 349.4 Topological Polar Surface Area 57
Heavy Atom Count 27 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
9924495
PubChem SID
14896254 ; 24201162 ; 46046112 ; 78829933 ; 96025647 ; 104179157 ; 104240302 ; 135253308 ; 136349971 ; 137069512 ; 140744775 ; 160646231 ; 162168968 ; 162223172 ; 162509113 ; 163620812 ; 163686138 ; 175268698 ; 178103629 ; 186014849 ; 187071926 ; 218903093 ; 223701414 ; 223850914 ; 226087529 ; 226553205 ; 244259846 ; 249858958 ; 250224845 ; 252069089 ; 252216026 ; 252437024 ; 252451824 ; 252480440
ChEBI ID
CHEBI:71013
CAS Number
380917-97-5
TTD Drug ID
D0U3ED
Formula
C23H15N3O
Canonical SMILES
C1=CC=C(C=C1)N2C=C(C=C(C2=O)C3=CC=CC=C3C#N)C4=CC=CC=N4
InChI
1S/C23H15N3O/c24-15-17-8-4-5-11-20(17)21-14-18(22-12-6-7-13-25-22)16-26(23(21)27)19-9-2-1-3-10-19/h1-14,16H
InChIKey
PRMWGUBFXWROHD-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
Perampanel metabolite M1 DM019984
22319219
Oxidation - Hydroxylation 1 [3]
Perampanel metabolite M15 DM019985 N. A. Unclear 1 [3]
Perampanel metabolite M19 DM019982 N. A. Unclear 1 [3]
Perampanel metabolite M3 DM019986
155929022
Unclear 1 [3]
PERAMPANEL METABOLITE M4 DM001204
91800174
Oxidation - Hydroxylation 1 [3]
PERAMPANEL METABOLITE M5 DM001206
156613803
Oxidation - Hydroxylation 1 [3]
Perampanel metabolite M6 DM019980
165412007
Unclear 1 [3]
PERAMPANEL METABOLITE M13 DM001205
91800089
Unclear 2 [3]
PERAMPANEL METABOLITE M14 DM001207
156613659
Unclear 2 [3]
Perampanel metabolite M2 DM019981
91800086
Unclear 2 [3]
Perampanel metabolite M7 DM019983 N. A. Unclear 2 [3]
⏷ Show the Full List of 11  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003428 Perampanel Perampanel metabolite M6 Unclear Unclear [3]
MR003430 Perampanel Perampanel metabolite M4 Oxidation - Hydroxylation Unclear [3]
MR003432 Perampanel Perampanel metabolite M5 Oxidation - Hydroxylation Unclear [3]
MR003434 Perampanel Perampanel metabolite M19 Unclear Unclear [3]
MR003436 Perampanel Perampanel metabolite M1 Oxidation - Hydroxylation Unclear [3]
MR003437 Perampanel Perampanel metabolite M15 Unclear Unclear [3]
MR003438 Perampanel Perampanel metabolite M3 Unclear Unclear [3]
MR003435 Perampanel metabolite M19 Perampanel metabolite M7 Unclear Unclear [3]
MR003431 Perampanel metabolite M4 Perampanel metabolite M13 Unclear Unclear [3]
MR003433 Perampanel metabolite M5 Perampanel metabolite M14 Unclear Unclear [3]
MR003429 Perampanel metabolite M6 Perampanel metabolite M2 Unclear Unclear [3]
⏷ Show the Full List of 11 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]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[4]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[5]
References
1 Perampanel was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Perampanel (Fycompa): a review of clinical efficacy and safety in epilepsy. P T. 2016 Nov;41(11):683-698.
3 The clinical pharmacology profile of the new antiepileptic drug perampanel: A novel noncompetitive AMPA receptor antagonist Epilepsia. 2015 Jan;56(1):12-27. doi: 10.1111/epi.12865.
4 The clinical pharmacology profile of the new antiepileptic drug perampanel: A novel noncompetitive AMPA receptor antagonist. Epilepsia. 2015 Jan;56(1):12-27.
5 FDA label of Perampanel. The 2020 official website of the U.S. Food and Drug Administration.

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