perampanel (CED0004863)

Record Information

Version

1.0

Creation Date

2016-06-03 13:34:05 UTC

Update Date

2026-08-21 23:28:22 UTC

SynCED ID

CED0004863

Secondary Accession Numbers

CHEM045667

Identification

Common Name

perampanel

Class

Small Molecule

Description

Perampanel is an organic compound with the formula C23H15N3O and an average molecular weight of 349.39 g/mol. perampanel belongs to the bipyridines and oligopyridines, a subclass of pyridines and derivatives within the organic compounds. It is categorized as an organoheterocyclic compound. This compound is found in healthcare, pharmaceuticals, and veterinary products as an antiepileptic and is administered via the oral exposure route. Perampanel acts as an antagonist/inhibitor of four protein targets: Glutamate receptor 1 (GRIA1), Glutamate receptor 2 (GRIA2), Glutamate receptor 3 (GRIA3), and Glutamate receptor 4 (GRIA4).

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one	ChEBI
e 2007	ChEBI
e2007	ChEBI
ER-155055-90	ChEBI
Fycompa	ChEBI
Perampanelum	ChEBI
Perampanel	MeSH

Chemical Formula

C₂₃H₁₅N₃O

Average Molecular Mass

349.393 g/mol

Monoisotopic Mass

349.122 g/mol

CAS Registry Number

380917-97-5

IUPAC Name

2-{6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridine]-5'-yl}benzonitrile

Traditional Name

2-{6'-oxo-1'-phenyl-[2,3'-bipyridine]-5'-yl}benzonitrile

SMILES

O=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1

InChI Identifier

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

InChI Key

PRMWGUBFXWROHD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Bipyridines and oligopyridines

Direct Parent

Bipyridines and oligopyridines

Alternative Parents

Substituents

Bipyridine
3-phenylpyridine
Benzonitrile
Dihydropyridine
Pyridinone
Monocyclic benzene moiety
Hydropyridine
Benzenoid
Heteroaromatic compound
Lactam
Nitrile
Carbonitrile
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nitrile (CHEBI:71013 )
pyridone (CHEBI:71013 )
bipyridines (CHEBI:71013 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0056 g/L	ALOGPS
logP	3.54	ALOGPS
logP	4.11	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	56.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	104.74 m³·mol⁻¹	ChemAxon
Polarizability	38.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00di-0469000000-9c978bb36710378f83a4	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0009000000-e929408a19d152f121df	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0019000000-31f4aab1483a1146e7bf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ufr-9888000000-b346a2ade3904419f36f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0009000000-d567979320b953b08a32	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0029000000-80c8f35c54d1c0ccbff2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gdm-4697000000-6b03f33843cbae35091d	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1324.0 Log mg/kg [740:2400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000371	Antiepileptics?Antiepileptics are a class of synthetic drugs used primarily to manage seizure disorders.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000559	Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.	Household cleaning & consumer products	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem

Pathways

2 pathwaysPathway Source: PathBank

Perampanel Drug Metabolism

Perampanel Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	3',5'-cyclic-AMP phosphodiesterase 4A	O89085	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.288 Applicability Domain 0.288 Low confidence Statistical Significance 3.30e-04 Supporting Reference Compounds 1 E-value 2.56902
Click to view 3D structure	Lysine-specific demethylase 5C	P41229	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.296 Low confidence Statistical Significance 0.0092 Supporting Reference Compounds 45 E-value 71.8548
Click to view 3D structure	Luciferin 4-monooxygenase	P08659	Photinus pyralis	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.281 Low confidence Statistical Significance 0.0645 Supporting Reference Compounds 114 E-value 502.283
Click to view 3D structure	cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.288 Low confidence Statistical Significance 0.0574 Supporting Reference Compounds 183 E-value 447.244
Click to view 3D structure	Tyrosyl-DNA phosphodiesterase 2	O95551	Humans	Predicted (SEA)	Prediction Confidence Score 0.249 Applicability Domain 0.323 Statistical Significance 0.0051 Supporting Reference Compounds 60 E-value 40.0145
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.248 Applicability Domain 0.288 Low confidence Statistical Significance 0.5682 Supporting Reference Compounds 1498 E-value 4423.24
Click to view 3D structure	Lysine-specific demethylase 4C	Q9H3R0	Humans	Predicted (SEA)	Prediction Confidence Score 0.247 Applicability Domain 0.296 Low confidence Statistical Significance 0.0279 Supporting Reference Compounds 72 E-value 217.355
Click to view 3D structure	Nonstructural protein 1	Q194T2	Influenza A virus	Predicted (SEA)	Prediction Confidence Score 0.247 Applicability Domain 0.28 Low confidence Statistical Significance 0.02 Supporting Reference Compounds 104 E-value 156.088
Click to view 3D structure	Hexokinase	Q38C41	Trypanosoma brucei	Predicted (SEA)	Prediction Confidence Score 0.241 Applicability Domain 0.283 Low confidence Statistical Significance 0.0033 Supporting Reference Compounds 17 E-value 25.4567
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.253 Low confidence Statistical Significance 0.536 Supporting Reference Compounds 1660 E-value 4172.87
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.254 Low confidence Statistical Significance 0.4701 Supporting Reference Compounds 1158 E-value 3659.93
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.253 Low confidence Statistical Significance 0.4394 Supporting Reference Compounds 906 E-value 3421.08
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.246 Low confidence Statistical Significance 0.4709 Supporting Reference Compounds 967 E-value 3665.84
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.238 Applicability Domain 0.288 Low confidence Statistical Significance 0.6487 Supporting Reference Compounds 1245 E-value 5050.16
Click to view 3D structure	Prothrombin	P00734	Humans	Predicted (SEA)	Prediction Confidence Score 0.238 Applicability Domain 0.25 Low confidence Statistical Significance 0.1994 Supporting Reference Compounds 331 E-value 1552.24
Click to view 3D structure	MAP kinase-activated protein kinase 2	P49137	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.262 Low confidence Statistical Significance 0.4137 Supporting Reference Compounds 679 E-value 3220.93
Click to view 3D structure	Lysine-specific demethylase 5B	Q9UGL1	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.288 Low confidence Statistical Significance 0.0191 Supporting Reference Compounds 50 E-value 148.614
Click to view 3D structure	MAP kinase-activated protein kinase 3	Q16644	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.262 Low confidence Statistical Significance 0.3535 Supporting Reference Compounds 503 E-value 2751.89
Click to view 3D structure	Cyclin-dependent kinase 1	P06493	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.254 Low confidence Statistical Significance 0.4209 Supporting Reference Compounds 715 E-value 3276.75
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.288 Low confidence Statistical Significance 0.7077 Supporting Reference Compounds 1538 E-value 5509.23
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.253 Low confidence Statistical Significance 0.5544 Supporting Reference Compounds 1157 E-value 4315.73
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.288 Low confidence Statistical Significance 0.6339 Supporting Reference Compounds 1130 E-value 4934.78
Click to view 3D structure	Adenosine receptor A1	P30542	Humans	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.28 Low confidence Statistical Significance 0.1616 Supporting Reference Compounds 302 E-value 1257.97
Click to view 3D structure	MAP kinase-activated protein kinase 5	Q8IW41	Humans	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.262 Low confidence Statistical Significance 0.3468 Supporting Reference Compounds 418 E-value 2699.97
Click to view 3D structure	Coagulation factor XII	P00748	Humans	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.239 Low confidence Statistical Significance 0.0886 Supporting Reference Compounds 73 E-value 689.511