CHEBI:76018 - riociguat

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ChEBI Name riociguat
ChEBI ID CHEBI:76018
Definition A carbamate ester that is the methyl ester of {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}methylcarbamic acid. It is used for treatment of chronic thromboembolic pulmonary hypertension and pulmonary arterial hypertension
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H19FN8O2
Net Charge 0
Average Mass 422.41570
Monoisotopic Mass 422.162
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)
InChIKey WXXSNCNJFUAIDG-UHFFFAOYSA-N
SMILES COC(=O)N(C)c1c(N)nc(nc1N)-c1nn(Cc2ccccc2F)c2ncccc12
Roles Classification
Biological Role(s): soluble guanylate cyclase activator
An effector that binds to and activates soluble guanylate cyclase (EC 4.6.1.2).
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
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ChEBI Ontology
Outgoing riociguat (CHEBI:76018) has role antihypertensive agent (CHEBI:35674)
riociguat (CHEBI:76018) has role soluble guanylate cyclase activator (CHEBI:76022)
riociguat (CHEBI:76018) is a aminopyrimidine (CHEBI:38338)
riociguat (CHEBI:76018) is a carbamate ester (CHEBI:23003)
riociguat (CHEBI:76018) is a organofluorine compound (CHEBI:37143)
riociguat (CHEBI:76018) is a pyrazolopyridine (CHEBI:46699)
IUPAC Name
methyl {4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}methylcarbamate
INNs Sources
riociguat KEGG DRUG
riociguat WHO MedNet
riociguat WHO MedNet
riociguatum WHO MedNet
Synonyms Sources
BAY 63-2521 ChemIDplus
Methyl N-(4,6-diamino-2-{1-((2-fluorophenyl)methyl)-1H-pyrazolo(3,4-b)pyridin-3-yl}pyrimidin-5-yl)-N-methylcarbamate ChemIDplus
Brand Name Source
Adempas ChemIDplus
Database Links Databases
4807 DrugCentral
D09572 KEGG DRUG
Riociguat Wikipedia
US2009286781 Patent
WO2007009607 Patent
WO2011147810 Patent
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Registry Numbers Types Sources
12581953 Reaxys Registry Number Reaxys
625115-55-1 CAS Registry Number KEGG DRUG
625115-55-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017