CHEBI:142433 - cinaciguat

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ChEBI Name cinaciguat
ChEBI ID CHEBI:142433
Definition A benzoic acid that is 4-(aminomethyl)benzoic acid in which the amino group is substituted by 4-carboxybutyl and 2-(2-{[4-(2-phenylethyl)benzyl]oxy}phenyl)ethyl groups. It is a soluble guanylate cyclase activator, used for the treatment of acute decompensated heart failure.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
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Formula C36H39NO5
Net Charge 0
Average Mass 565.700
Monoisotopic Mass 565.28282
InChI InChI=1S/C36H39NO5/c38-35(39)12-6-7-24-37(26-30-19-21-33(22-20-30)36(40)41)25-23-32-10-4-5-11-34(32)42-27-31-17-15-29(16-18-31)14-13-28-8-2-1-3-9-28/h1-5,8-11,15-22H,6-7,12-14,23-27H2,(H,38,39)(H,40,41)
InChIKey WPYWMXNXEZFMAK-UHFFFAOYSA-N
SMILES C=1C=CC=C(C1)CCC2=CC=C(C=C2)COC3=C(C=CC=C3)CCN(CCCCC(O)=O)CC4=CC=C(C=C4)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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): 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.
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ChEBI Ontology
Outgoing cinaciguat (CHEBI:142433) has role antihypertensive agent (CHEBI:35674)
cinaciguat (CHEBI:142433) has role soluble guanylate cyclase activator (CHEBI:76022)
cinaciguat (CHEBI:142433) has role vasodilator agent (CHEBI:35620)
cinaciguat (CHEBI:142433) is a aromatic ether (CHEBI:35618)
cinaciguat (CHEBI:142433) is a benzoic acids (CHEBI:22723)
cinaciguat (CHEBI:142433) is a dicarboxylic acid (CHEBI:35692)
cinaciguat (CHEBI:142433) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
4-({(4-carboxybutyl)[2-(2-{[4-(2-phenylethyl)benzyl]oxy}phenyl)ethyl]amino}methyl)benzoic acid
INNs Sources
cinaciguat WHO MedNet
cinaciguat WHO MedNet
cinaciguat WHO MedNet
cinaciguatum WHO MedNet
Synonyms Sources
BAY 58-2667 ChemIDplus
BAY582667 ChemIDplus
Manual Xrefs Databases
Cinaciguat Wikipedia
D07577 KEGG DRUG
US2012010292 Patent
Z90 PDBeChem
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Registry Numbers Types Sources
329773-35-5 CAS Registry Number ChemIDplus
329773-35-5 CAS Registry Number KEGG DRUG
9676935 Reaxys Registry Number Reaxys
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Last Modified
22 October 2018