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 Roles:
soluble guanylate cyclase activator  Any compound that binds to and activates soluble guanylate cyclase (EC 4.6.1.2).
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
Applications:
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
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 anti-anaemic agent (CHEBI:75835)
riociguat (CHEBI:76018) has role anti-HIV agent (CHEBI:64946)
riociguat (CHEBI:76018) has role anti-ulcer drug (CHEBI:49201)
riociguat (CHEBI:76018) has role antihypertensive agent (CHEBI:35674)
riociguat (CHEBI:76018) has role cardiovascular drug (CHEBI:35554)
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
riociguatKEGG DRUG
riociguatWHO MedNet
riociguatWHO MedNet
riociguatumWHO MedNet
Synonyms  Source
BAY 63-2521ChemIDplus
BAY-63-2521ChEMBL
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