RILUZOLE

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC N07XX02
UNII 7LJ087RS6F
EPA CompTox DTXSID3045192

Structure

InChI Key FTALBRSUTCGOEG-UHFFFAOYSA-N
Smiles Nc1nc2ccc(OC(F)(F)F)cc2s1
InChI
InChI=1S/C8H5F3N2OS/c9-8(10,11)14-4-1-2-5-6(3-4)15-7(12)13-5/h1-3H,(H2,12,13)

Physicochemical Descriptors

Property Name Value
Molecular Formula C8H5F3N2OS
Molecular Weight 234.2
AlogP 2.78
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 1.0
Polar Surface Area 48.14
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 15.0

Bioactivity

Mechanism of Action Action Reference
Sodium channel alpha subunit blocker BLOCKER PubMed DailyMed
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 1 subunit alpha
Organism : Homo sapiens
P35498 ENSG00000144285
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 4 subunit alpha
Organism : Homo sapiens
P35499 ENSG00000007314
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 5 subunit alpha
Organism : Homo sapiens
Q14524 ENSG00000183873
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 9 subunit alpha
Organism : Homo sapiens
Q15858 ENSG00000169432
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 2 subunit alpha
Organism : Homo sapiens
Q99250 ENSG00000136531
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 3 subunit alpha
Organism : Homo sapiens
Q9NY46 ENSG00000153253
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 11 subunit alpha
Organism : Homo sapiens
Q9UI33 ENSG00000168356
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 8 subunit alpha
Organism : Homo sapiens
Q9UQD0 ENSG00000196876
Protein: Sodium channel alpha subunit
Description: Sodium channel protein type 10 subunit alpha
Organism : Homo sapiens
Q9Y5Y9 ENSG00000185313
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 50000-94100 - 4000 -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 2200 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 125
Assay Description Organism Bioactivity Reference
Inhibition of beta-lactamase at 100 uM None 5.0 %
Inhibition of chymotrypsin at 250 uM unidentified 5.0 %
Compound was tested for the inhibition of malate dehydrogenase (MDH) at 200 uM None 5.0 %
Prevention of seizures induced by loud -high frequency sounds in the DBA/2 mouse after 20 mg/kg ip administration Mus musculus 92.0 %
Compound was evaluated for the inhibition of K+ -evoked glutamate release through block of voltage-gated [Ca2+] -channels, in the rat brain synaptosomal preparations Rattus norvegicus 0.0 nM
Inhibition of voltage-dependent Na(+) channel in Wistar rat brain piriform cortex layer 2 assessed as inhibition of transient Na+ current amplitude at 50 uM under holding potential of -80 mV by whole cell patch clamp assay Rattus norvegicus 50.0 %
Antileishmanial activity against Leishmania mexicana MHOM/BZ/84/BEL46 assessed as growth at 50 ug/ml by Alamar blue assay Leishmania mexicana 21.5 %
Antileishmanial activity against Leishmania mexicana MHOM/BZ/84/BEL46 assessed as growth at 50 ug/ml by Alamar blue assay in presence of pyrimethamine; 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine DHFR inhibitor Leishmania mexicana 15.1 %
Antileishmanial activity against Leishmania major MHOM/SU/73/5-ASKH assessed as growth at 50 ug/ml by Alamar blue assay Leishmania major 101.8 %
Antileishmanial activity against Leishmania major MHOM/SU/73/5-ASKH assessed as growth at 50 ug/ml by Alamar blue assay in presence of pyrimethamine; 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine DHFR inhibitor Leishmania major 22.9 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 95.81 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 124.79 %
Antinociceptive activity in CD-1 mouse assessed as inhibition of acetic acid-induced writhing at 10 mg/kg, sc administered 15 mins before acetic acid challenge measured after 20 mins Mus musculus 63.6 %
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 4.91 %
Inhibition of N-terminal His-tagged Trypanosoma brucei pteridine reductase 1 at 50 uM using di-hydrobiopterine as substrate measured at 1 min interval for 50 mins in presence of NADPH relative to control Trypanosoma brucei 60.0 %
Inhibition of Leishmania major pteridine reductase 1 at 50 uM using di-hydrobiopterine as substrate in presence of NADPH relative to control Leishmania major 60.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 7.161 %
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 -0.15 % 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 -0.15 %

Cross References

Resources Reference
ChEBI 8863
ChEMBL CHEMBL744
DrugBank DB00740
DrugCentral 2382
FDA SRS 7LJ087RS6F
Human Metabolome Database HMDB0014878
Guide to Pharmacology 2326
KEGG C07937
PDB 657
PharmGKB PA451251
PubChem 5070
SureChEMBL SCHEMBL78905
ZINC ZINC000000006481
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