PERAMPANEL

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC N03AX22
UNII H821664NPK
EPA CompTox DTXSID80191501

Structure

InChI Key PRMWGUBFXWROHD-UHFFFAOYSA-N
Smiles 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

Bioactivity

Mechanism of Action Action Reference
Glutamate receptor ionotropic AMPA antagonist ANTAGONIST Expert
Protein: Glutamate receptor ionotropic AMPA
Description: Glutamate receptor 1
Organism : Homo sapiens
P42261 ENSG00000155511
Protein: Glutamate receptor ionotropic AMPA
Description: Glutamate receptor 2
Organism : Homo sapiens
P42262 ENSG00000120251
Protein: Glutamate receptor ionotropic AMPA
Description: Glutamate receptor 3
Organism : Homo sapiens
P42263 ENSG00000125675
Protein: Glutamate receptor ionotropic AMPA
Description: Glutamate receptor 4
Organism : Homo sapiens
P48058 ENSG00000152578
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor AMPA receptor
- 243-6510 - - -
Assay Description Organism Bioactivity Reference
Antagonist activity at AMPA receptor in rat cortical membrane assessed as inhibition of AMPA-induced calcium accumulation Rattus norvegicus 93.0 nM
Antagonist activity at AMPA receptor in E18 rat cerebral cortical neurons assessed as inhibition of AMPA-induced intracellular Ca2+ response by fura-2 AM dye based fluorimetry Rattus norvegicus 60.0 nM
Antagonist activity at human iGluA1 receptor flop isoform expressed in CHO-S cells coexpressing TARP gamma-2 assessed as inhibition of glutamate-induced increase in intracellular calcium levels after 2 mins followed by cyclothiazide/glutamate addition by fluo-4 AM dye based fluorescence imaging plate reader method Homo sapiens 485.0 nM
Antagonist activity at human iGluA1 receptor flop isoform expressed in CHO-S cells coexpressing TARP gamma-3 assessed as inhibition of glutamate-induced increase in intracellular calcium levels after 2 mins followed by cyclothiazide/glutamate addition by fluorescence imaging plate reader method Homo sapiens 243.0 nM
Antagonist activity at human iGluA1 receptor flop isoform expressed in CHO-S cells coexpressing TARP gamma-4 assessed as inhibition of glutamate-induced increase in intracellular calcium levels after 2 mins followed by cyclothiazide/glutamate addition by fluorescence imaging plate reader method Homo sapiens 623.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 10.07 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 0.4 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.04 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.04 %

Cross References

Resources Reference
ChEBI 71013
ChEMBL CHEMBL1214124
DrugBank DB08883
DrugCentral 4684
FDA SRS H821664NPK
Guide to Pharmacology 7050
PDB 6ZP
PubChem 9924495
SureChEMBL SCHEMBL194370
ZINC ZINC000030691797
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