CHEBI:46295 - vardenafil

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ChEBI Name vardenafil
ChEBI ID CHEBI:46295
Definition The sulfonamide resulting from formal condensation of the sulfo group of 4-ethoxy-3-(5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one-2-yl)benzenesulfonic acid and the secondary amino group of 4-ethylpiperazine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H32N6O4S
Net Charge 0
Average Mass 488.60300
Monoisotopic Mass 488.221
InChI InChI=1S/C23H32N6O4S/c1-5-8-20-24-16(4)21-23(30)25-22(26-29(20)21)18-15-17(9-10-19(18)33-7-3)34(31,32)28-13-11-27(6-2)12-14-28/h9-10,15H,5-8,11-14H2,1-4H3,(H,25,26,30)
InChIKey SECKRCOLJRRGGV-UHFFFAOYSA-N
SMILES CCCc1nc(C)c2n1[nH]c(nc2=O)-c1cc(ccc1OCC)S(=O)(=O)N1CCN(CC)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.* (phosphoric diester hydrolase) inhibitor
An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*).
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing vardenafil (CHEBI:46295) has role EC 3.1.4.* (phosphoric diester hydrolase) inhibitor (CHEBI:50218)
vardenafil (CHEBI:46295) has role vasodilator agent (CHEBI:35620)
vardenafil (CHEBI:46295) is a N-alkylpiperazine (CHEBI:46845)
vardenafil (CHEBI:46295) is a N-sulfonylpiperazine (CHEBI:46918)
vardenafil (CHEBI:46295) is a imidazotriazine (CHEBI:46906)
IUPAC Name
2-{2-ethoxy-5-[(4-ethylpiperazin-1-yl)sulfonyl]phenyl}-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one
Synonym Source
2-{2-ETHOXY-5-[(4-ETHYLPIPERAZIN-1-YL)SULFONYL]PHENYL}-5-METHYL-7-PROPYLIMIDAZO[5,1-F][1,2,4]TRIAZIN-4(1H)-ONE PDBeChem
Brand Name Source
Levitra DrugBank
Manual Xrefs Databases
2809 DrugCentral
D08668 KEGG DRUG
DB00862 DrugBank
LSM-2292 LINCS
Vardenafil Wikipedia
VDN PDBeChem
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Registry Numbers Types Sources
224785-90-4 CAS Registry Number ChemIDplus
9967331 Reaxys Registry Number Reaxys
9967331 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
19949666 PubMed citation Europe PMC
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Last Modified
22 February 2017