Perampanel

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Perampanel are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Perampanel?

The molecule Perampanel presents a molecular formula of C23H15N3O and its IUPAC name is 2-(2-oxo-1-phenyl-5-pyridin-2-ylpyridin-3-yl)benzonitrile.

Perampanel is a molecule that acts as an antagonist at AMPA-type glutamate receptors. It was first synthesized in 2005 and has since been investigated as a potential treatment for various disorders, including epilepsy, anxiety, and schizophrenia..

Perampanel is structurally similar to the AMPA receptor ligand AMPA, and it is thought to bind to the same site on the receptor. However, perampanel has a much higher affinity for the receptor than AMPA and is thus able to block its activity. This action is thought to underlie the anticonvulsant and antipsychotic effects of perampanel..

Perampanel has been shown to be effective in reducing seizure frequency in patients with epilepsy, and it is approved for use in this population in the United States and Europe. It is also being investigated as a treatment for anxiety and schizophrenia..

Perampanel is generally well-tolerated, with the most common side effects being dizziness, headache, and fatigue. Serious side effects are rare but can include liver damage and suicidal thoughts..

Overall, perampanel is a promising molecule with a wide range of potential therapeutic applications..

3D structure

Cartesian coordinates

Geometry of Perampanel in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Perampanel PRMWGUBFXWROHD-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Perampanel

 

Molecule descriptors

 
IUPAC name2-(2-oxo-1-phenyl-5-pyridin-2-ylpyridin-3-yl)benzonitrile
InChI codeInChI=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
SMILESN#Cc1ccccc1-c1cc(-c2ccccn2)cn(-c2ccccc2)c1=O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 1174302-51-2
  • 2-(2-oxo-1-phenyl-5-pyridin-2-ylpyridin-3-yl)benzonitrile
  • 2-(6'-Oxo-1'-Phenyl[1',6'-Dihydro[2,3'-Bipyridine]]-5'-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)-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one
  • 3-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one
  • 380917-97-5
  • 5'-(2-cyanophenyl)-1'-phenyl-2,3'-bipyridinyl-6'(1'H)-one
  • 6ZP
  • AC-27375
  • AM806751
  • BCP06505
  • BDBM50184410
  • Benzonitrile, 2-(1',6'-dihydro-6'-oxo-1'-phenyl(2,3'-bipyridin)-5'-yl)-
  • Benzonitrile, 2-(1',6'-dihydro-6'-oxo-1'-phenyl[2,3'-bipyridin]-5'-yl)-
  • CS-1160
  • CH-0056
  • D08964
  • DB08883
  • E 2007
  • E-2007
  • E2007
  • ER-155055-90
  • EX-A2128
  • Fycompa
  • GTPL7050
  • H821664NPK
  • HY-14745
  • NCGC00378863-02
  • Perampanel
  • Perampanel (USAN)
  • Perampanel(E2007
  • Q868658
  • SB16816
  • perampanelum

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC30691797
  • UNII-H821664NPK
  • AKOS016340421
  • DTXSID80191501
  • CHEMBL1214124
  • CHEBI:71013
  • SCHEMBL194370

Physico-Chemical properties

IUPAC name2-(2-oxo-1-phenyl-5-pyridin-2-ylpyridin-3-yl)benzonitrile
Molecular formulaC23H15N3O
Molecular weight349.385
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity105.42
LogP4.4
Topological polar surface area58.7

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.