RIOCIGUAT

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Trade Names
Synonyms
Status
Molecule Category UNKNOWN
ATC C02KX05
UNII RU3FE2Y4XI

Structure

InChI Key WXXSNCNJFUAIDG-UHFFFAOYSA-N
Smiles COC(=O)N(C)c1c(N)nc(-c2nn(Cc3ccccc3F)c3ncccc23)nc1N
InChI
InChI=1S/C20H19FN8O2/c1-28(20(30)31-2)15-16(22)25-18(26-17(15)23)14-12-7-5-9-24-19(12)29(27-14)10-11-6-3-4-8-13(11)21/h3-9H,10H2,1-2H3,(H4,22,23,25,26)

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H19FN8O2
Molecular Weight 422.42
AlogP 2.44
Hydrogen Bond Acceptor 9.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 138.07
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 31.0

Bioactivity

Mechanism of Action Action Reference
Soluble guanylate cyclase positive allosteric modulator POSITIVE ALLOSTERIC MODULATOR DailyMed PubMed PubMed
Protein: Soluble guanylate cyclase
Description: Guanylate cyclase soluble subunit alpha-2
Organism : Homo sapiens
P33402 ENSG00000152402
Protein: Soluble guanylate cyclase
Description: Guanylate cyclase soluble subunit alpha-1
Organism : Homo sapiens
Q02108 ENSG00000164116
Protein: Soluble guanylate cyclase
Description: Guanylate cyclase soluble subunit beta-1
Organism : Homo sapiens
Q02153 ENSG00000061918
Assay Description Organism Bioactivity Reference
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 8.56 %
Stimulatory activity at sGC in Sprague-Dawley rat thoracic aorta assessed as inhibition of norepinephrine-induced contraction by JZ100 strain guages based isometric analysis Rattus norvegicus 300.0 nM
Cardioprotective activity in Langendorff perfused Sprague-Dawley rat heart assessed as reduction of coronary perfusion pressure Rattus norvegicus 270.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 27.08 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 10.26 %
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 -0.1 % 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 -0.17 % 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 -0.1 % 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 -0.17 %
Vasodilating activity in Sprague-Dawley rat aortic rings assessed as reduction in phenylephrine-induced contractions Rattus norvegicus 180.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 76018
ChEMBL CHEMBL2107834
DrugBank DB08931
DrugCentral 4807
FDA SRS RU3FE2Y4XI
Guide to Pharmacology 5257
PDB GZO
PubChem 11304743
SureChEMBL SCHEMBL245457
ZINC ZINC000003819392
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