PERAMPANEL

Search structure
Trade Names:
Synonyms:
Status: Approved (2012)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N03AX22
UNII: H821664NPK

Structure
InChI Key PRMWGUBFXWROHD-UHFFFAOYSA-N
Smile N#Cc1ccccc1-c1cc(-c2ccccn2)cn(-c2ccccc2)c1=O
InChI
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H15N3O
Molecular Weight 349.39
AlogP 4.44
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 58.68
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 27.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Glutamate receptor ionotropic AMPA antagonist Expert
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor AMPA receptor
- 243-6510 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Epilepsy, Tonic-Clonic 3 D004830 ClinicalTrials
Parkinson Disease 3 D010300 ClinicalTrials
Lennox Gastaut Syndrome 3 D065768 ClinicalTrials
Epilepsy, Tonic-Clonic 3 D004830 ClinicalTrials
Amyotrophic Lateral Sclerosis 2 D000690 ClinicalTrials
Peripheral Nervous System Diseases 2 D010523 ClinicalTrials
Neuralgia 2 D009437 ClinicalTrials
Migraine Disorders 2 D008881 ClinicalTrials
Essential Tremor 2 D020329 ClinicalTrials
Diabetic Neuropathies 2 D003929 ClinicalTrials
Alcoholism 1 D000437 ClinicalTrials
Stress Disorders, Post-Traumatic 1 D013313 ClinicalTrials
Depressive Disorder, Major 1 D003865 ClinicalTrials
Torticollis 1 D014103 ClinicalTrials
Bipolar Disorder 1 D001714 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Cardiac disorders Dizziness 43.0
Cardiac disorders Dizziness 36.0
Cardiac disorders Dizziness 32.0
Nervous system disorders Somnolence 18.0
Cardiac disorders Dizziness 16.0
Nervous system disorders Somnolence 16.0
Nervous system disorders Headache 13.0
General disorders and administration site conditions Asthenia 12.0
General disorders and administration site conditions Fatigue 12.0
General disorders and administration site conditions Irritability 12.0
Nervous system disorders Headache
Nervous system disorders Headache 11.0
General disorders and administration site conditions Asthenia 10.0
General disorders and administration site conditions Fatigue 10.0
Cardiac disorders Dizziness
General disorders and administration site conditions Irritability 9.0
Nervous system disorders Somnolence 9.0
General disorders and administration site conditions Asthenia 8.0
Nervous system disorders Ataxia 8.0
General disorders and administration site conditions Fatigue 8.0
Gastrointestinal disorders Nausea 8.0
General disorders and administration site conditions Irritability 7.0
Gastrointestinal disorders Nausea 7.0
Nervous system disorders Somnolence
Gastrointestinal disorders Nausea 6.0
General disorders and administration site conditions Asthenia
Nervous system disorders Ataxia 5.0
Musculoskeletal and connective tissue disorders Back pain 5.0
General disorders and administration site conditions Balance disorder 5.0
General disorders and administration site conditions Fatigue
Gastrointestinal disorders Nausea
Ear and labyrinth disorders Vertigo 5.0
Psychiatric disorders Anxiety 4.0
General disorders and administration site conditions Balance disorder 4.0
Respiratory, thoracic and mediastinal disorders Cough 4.0
Nervous system disorders Dysarthria 4.0
General disorders and administration site conditions Gait disturbance 4.0
General disorders and administration site conditions Irritability 4.0
Musculoskeletal and connective tissue disorders Osteoarthritis 4.0
Infections and infestations Upper respiratory tract infection 4.0
Ear and labyrinth disorders Vertigo 4.0
Eye disorders Vision blurred 4.0
Gastrointestinal disorders Vomiting 4.0
Investigations Weight increased 4.0
Psychiatric disorders Aggression 3.0
Psychiatric disorders Anger 3.0
Psychiatric disorders Anxiety 3.0
Musculoskeletal and connective tissue disorders Arthralgia 3.0
Nervous system disorders Ataxia 3.0
General disorders and administration site conditions Balance disorder 3.0
Gastrointestinal disorders Constipation 3.0
Respiratory, thoracic and mediastinal disorders Cough
Eye disorders Diplopia 3.0
Nervous system disorders Dysarthria 3.0
Injury, poisoning and procedural complications Head injury 3.0
Nervous system disorders Hypersomnia 3.0
Nervous system disorders Hypoaesthesia 3.0
General disorders and administration site conditions Irritability
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Musculoskeletal and connective tissue disorders Myalgia 3.0
Gastrointestinal disorders Nausea 3.0
Musculoskeletal and connective tissue disorders Osteoarthritis 3.0
Musculoskeletal and connective tissue disorders Pain in extremity 3.0
Infections and infestations Upper respiratory tract infection
Infections and infestations Upper respiratory tract infection 3.0
Ear and labyrinth disorders Vertigo 3.0
Eye disorders Vision blurred 3.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 3.0
Psychiatric disorders Affect lability 2.0
Psychiatric disorders Aggression 2.0
Psychiatric disorders Anxiety 2.0
Musculoskeletal and connective tissue disorders Arthralgia 2.0
General disorders and administration site conditions Asthenia 2.0
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Back pain 2.0
Nervous system disorders Confusional state 2.0
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 2.0
Injury, poisoning and procedural complications Contusion 2.0
Nervous system disorders Coordination abnormal 2.0
Psychiatric disorders Euphoric mood 2.0
General disorders and administration site conditions Feeling abnormal 2.0
Nervous system disorders Hypersomnia 2.0
Metabolism and nutrition disorders Hyponatraemia 2.0
Laceration 2.0
Injury, poisoning and procedural complications Limb injury 2.0
Nervous system disorders Memory impairment 2.0
Psychiatric disorders Mood swings 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Musculoskeletal and connective tissue disorders Musculoskeletal pain 2.0
Musculoskeletal and connective tissue disorders Myalgia
Cardiac disorders Oedema peripheral 2.0
Gastrointestinal disorders Oropharyngeal pain 2.0
Musculoskeletal and connective tissue disorders Pain in extremity 2.0
Nervous system disorders Paraesthesia 2.0
Gastrointestinal disorders Vomiting 2.0
Psychiatric disorders Affect lability
Psychiatric disorders Affect lability 1.0
Psychiatric disorders Aggression
Psychiatric disorders Aggression 1.0
Psychiatric disorders Anger
Psychiatric disorders Anger 1.0
Psychiatric disorders Anxiety
Musculoskeletal and connective tissue disorders Arthralgia
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 1.0
Nervous system disorders Ataxia 1.0
General disorders and administration site conditions Balance disorder
Nervous system disorders Confusional state
Nervous system disorders Confusional state 1.0
Injury, poisoning and procedural complications Contusion
Nervous system disorders Coordination abnormal 1.0
Respiratory, thoracic and mediastinal disorders Cough 1.0
Eye disorders Diplopia
Eye disorders Diplopia 1.0
Nervous system disorders Dysarthria 1.0
Psychiatric disorders Euphoric mood 1.0
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 1.0
General disorders and administration site conditions Gait disturbance
General disorders and administration site conditions Gait disturbance 1.0
Injury, poisoning and procedural complications Head injury
Injury, poisoning and procedural complications Head injury 1.0
Nervous system disorders Hypersomnia 1.0
Nervous system disorders Hypoaesthesia
Metabolism and nutrition disorders Hyponatraemia
Laceration
Injury, poisoning and procedural complications Limb injury
Injury, poisoning and procedural complications Limb injury 1.0
Nervous system disorders Memory impairment
Nervous system disorders Memory impairment 1.0
Psychiatric disorders Mood swings
Psychiatric disorders Mood swings 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.0
Musculoskeletal and connective tissue disorders Musculoskeletal pain
Musculoskeletal and connective tissue disorders Musculoskeletal pain 1.0
Musculoskeletal and connective tissue disorders Myalgia 1.0
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 1.0
Gastrointestinal disorders Oropharyngeal pain
Musculoskeletal and connective tissue disorders Osteoarthritis 1.0
Musculoskeletal and connective tissue disorders Pain in extremity
Nervous system disorders Paraesthesia
Nervous system disorders Paraesthesia 1.0
Ear and labyrinth disorders Vertigo
Eye disorders Vision blurred
Eye disorders Vision blurred 1.0
Investigations Weight increased

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Psychiatric disorders
30.88
Nervous system disorders
23.6
General disorders and administration site conditions
10.85
Injury, poisoning and procedural complications
5.96
Vascular disorders
3.44
Musculoskeletal and connective tissue disorders
3.29
Cardiac disorders
3.21
Respiratory, thoracic and mediastinal disorders
2.62
Investigations
2.39
Gastrointestinal disorders
2.31

Cross References

Resources Reference
CAS NUMBER 380917-97-5
ChEBI 71013
ChEMBL CHEMBL1214124
DrugBank DB08883
DrugCentral 4684
EPA CompTox DTXSID80191501
FDA SRS H821664NPK
Guide to Pharmacology 7050
PDB 6ZP
PubChem 9924495
SureChEMBL SCHEMBL194370
ZINC ZINC000030691797
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