CHEBI:142431 - praliciguat

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name praliciguat
ChEBI ID CHEBI:142431
Definition A member of the class of pyrazoles that is 5-fluoro-2-(1H-pyrazol-3-yl)pyrimidine which is substituted by a 2-fluorobenzyl group at position 1, 1,2-oxazol-3-yl group at position 5, and by a [3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propyl]nitrilo group at position 4. It is a soluble guanylate cyclase stimulator under clinical development for the treatment of heart failure with preserved ejection fraction.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information
Download Molfile XML SDF
Formula C21H14F8N6O2
Net Charge 0
Average Mass 534.363
Monoisotopic Mass 534.10505
InChI InChI=1S/C21H14F8N6O2/c22-12-4-2-1-3-11(12)9-35-16(14-5-6-37-34-14)7-15(33-35)18-30-8-13(23)17(32-18)31-10-19(36,20(24,25)26)21(27,28)29/h1-8,36H,9-10H2,(H,30,31,32)
InChIKey CYSJNTQNMDWAJV-UHFFFAOYSA-N
SMILES C=1(C(=CN=C(N1)C=2C=C(N(N2)CC=3C(=CC=CC3)F)C=4C=CON4)F)NCC(O)(C(F)(F)F)C(F)(F)F
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): soluble guanylate cyclase activator
Any compound that binds to and activates soluble guanylate cyclase (EC 4.6.1.2).
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
vasodilator agent
A drug used to cause dilation of the blood vessels.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing praliciguat (CHEBI:142431) has role anti-inflammatory agent (CHEBI:67079)
praliciguat (CHEBI:142431) has role antihypertensive agent (CHEBI:35674)
praliciguat (CHEBI:142431) has role soluble guanylate cyclase activator (CHEBI:76022)
praliciguat (CHEBI:142431) has role vasodilator agent (CHEBI:35620)
praliciguat (CHEBI:142431) is a aminopyrimidine (CHEBI:38338)
praliciguat (CHEBI:142431) is a isoxazoles (CHEBI:55373)
praliciguat (CHEBI:142431) is a monofluorobenzenes (CHEBI:83575)
praliciguat (CHEBI:142431) is a organofluorine compound (CHEBI:37143)
praliciguat (CHEBI:142431) is a pyrazoles (CHEBI:26410)
praliciguat (CHEBI:142431) is a secondary amino compound (CHEBI:50995)
praliciguat (CHEBI:142431) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
1,1,1,3,3,3-hexafluoro-2-[({5-fluoro-2-[1-(2-fluorobenzyl)-5-(1,2-oxazol-3-yl)-1H-pyrazol-3-yl]pyrimidin-4-yl}amino)methyl]propan-2-ol
INNs Sources
praliciguat WHO MedNet
praliciguat WHO MedNet
praliciguat WHO MedNet
praliciguatum WHO MedNet
Synonym Source
IW-1973 SUBMITTER
Manual Xrefs Databases
WO2014144100 Patent
WO2017095697 Patent
View more database links
Registry Numbers Types Sources
1628730-49-3 CAS Registry Number ChemIDplus
27468841 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
29281143 PubMed citation Europe PMC
29643251 PubMed citation Europe PMC
Last Modified
25 October 2018