CHEBI:136049 - mirodenafil

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ChEBI Name mirodenafil
ChEBI ID CHEBI:136049
Definition A member of the class of pyrrolopyrimidines that is 3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one having a 5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}-2-propoxyphenyl group at positon 2, ethyl group at position 5, and a propyl group at position 7. It is a phosphodiesterase type 5 inhibitor which is used for the treatment of erectile dysfunction.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C26H37N5O5S
Net Charge 0
Average Mass 531.670
Monoisotopic Mass 531.25154
InChI InChI=1S/C26H37N5O5S/c1-4-7-19-18-30(6-3)24-23(19)27-25(28-26(24)33)21-17-20(8-9-22(21)36-16-5-2)37(34,35)31-12-10-29(11-13-31)14-15-32/h8-9,17-18,32H,4-7,10-16H2,1-3H3,(H,27,28,33)
InChIKey MIJFNYMSCFYZNY-UHFFFAOYSA-N
SMILES CCCOC1=CC=C(C=C1C1=NC2=C(N(CC)C=C2CCC)C(=O)N1)S(=O)(=O)N1CCN(CCO)CC1
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): EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor
An EC 3.1.4.* (phosphoric diester hydrolase) inhibitor that blocks the action of 3',5'-cyclic-GMP phosphodiesterase (EC 3.1.4.35).
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing mirodenafil (CHEBI:136049) has role EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor (CHEBI:71942)
mirodenafil (CHEBI:136049) has role vasodilator agent (CHEBI:35620)
mirodenafil (CHEBI:136049) is a N-alkylpiperazine (CHEBI:46845)
mirodenafil (CHEBI:136049) is a aromatic ether (CHEBI:35618)
mirodenafil (CHEBI:136049) is a primary alcohol (CHEBI:15734)
mirodenafil (CHEBI:136049) is a pyrrolopyrimidine (CHEBI:38670)
mirodenafil (CHEBI:136049) is a sulfonamide (CHEBI:35358)
IUPAC Name
5-ethyl-2-(5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}-2-propoxyphenyl)-7-propyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
INNs Sources
mirodenafil WHO MedNet
mirodénafil WHO MedNet
mirodenafilo WHO MedNet
mirodenafilum WHO MedNet
Synonyms Sources
SK-3530 DrugBank
SK3530 DrugBank
Manual Xrefs Databases
10173481 ChemSpider
5005 DrugCentral
DB11792 DrugBank
KR20080062434 Patent
Mirodenafil Wikipedia
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Registry Number Type Source
862189-95-5 CAS Registry Number ChemIDplus
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Last Modified
23 November 2020