EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:76018 - riociguat

Default Structure
ChEBI IDCHEBI:76018
ChEBI Nameriociguat
Stars
DefinitionA 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
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC20H19FN8O2
Net Charge0
Average Mass422.424
Monoisotopic Mass422.16150
SMILESCOC(=O)N(C)c1c(N)nc(-c2nn(Cc3ccccc3F)c3ncccc23)nc1N
InChIInChI=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)
InChIKeyWXXSNCNJFUAIDG-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
soluble guanylate cyclase activator  Any compound that binds to and activates soluble guanylate cyclase (EC 4.6.1.2).
Application:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
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  Source
riociguatWHO MedNet
riociguatKEGG DRUG
riociguatWHO MedNet
riociguatumWHO MedNet
Synonyms  Source
BAY 63-2521ChemIDplus
Methyl N-(4,6-diamino-2-{1-((2-fluorophenyl)methyl)-1H-pyrazolo(3,4-b)pyridin-3-yl}pyrimidin-5-yl)-N-methylcarbamateChemIDplus
Brand Name  Source
AdempasChemIDplus
Manual XrefsDatabases
4807DrugCentral
D09572KEGG DRUG
RiociguatWikipedia
US2009286781Patent
WO2007009607Patent
WO2011147810Patent
Registry NumbersSources
Reaxys:12581953Reaxys
CAS:625115-55-1KEGG DRUG
CAS:625115-55-1ChemIDplus
Citations