perampanel (CHEM045667)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 13:34:05 UTC
Update Date2016-11-09 01:23:23 UTC
Accession NumberCHEM045667
Identification
Common Nameperampanel
ClassSmall Molecule
DescriptionA member of the class of bipyridines that is 2,3'-bipyridin-6'-one substituted at positions 1' and 5' by phenyl and 2-cyanophenyl groups respectively. Used as an adjunctive therapy for the treatment of partial-onset seizures in patients with epilepsy.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-oneChEBI
e 2007ChEBI
e2007ChEBI
ER-155055-90ChEBI
FycompaChEBI
PerampanelumChEBI
PerampanelMeSH
Chemical FormulaC23H15N3O
Average Molecular Mass349.393 g/mol
Monoisotopic Mass349.122 g/mol
CAS Registry Number380917-97-5
IUPAC Name2-{6'-oxo-1'-phenyl-1',6'-dihydro-[2,3'-bipyridine]-5'-yl}benzonitrile
Traditional Name2-{6'-oxo-1'-phenyl-[2,3'-bipyridine]-5'-yl}benzonitrile
SMILESO=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1
InChI IdentifierInChI=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 KeyPRMWGUBFXWROHD-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassBipyridines and oligopyridines
Direct ParentBipyridines 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 FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0056 g/LALOGPS
logP3.54ALOGPS
logP4.11ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area56.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity104.74 m³·mol⁻¹ChemAxon
Polarizability38.03 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-0469000000-9c978bb36710378f83a4Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0009000000-e929408a19d152f121dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0019000000-31f4aab1483a1146e7bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-9888000000-b346a2ade3904419f36fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-d567979320b953b08a32Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0029000000-80c8f35c54d1c0ccbff2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gdm-4697000000-6b03f33843cbae35091dSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB08883
HMDB IDHMDB0256305
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPerampanel
Chemspider ID8100130
ChEBI ID71013
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21635236
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21686307
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21883097
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22161845
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22222634
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22433907
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22517103
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22650169
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22776828
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22788917
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22843280
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22905857
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22905878
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=22913800
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23093905
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23114872