CHEBI:46295 - vardenafil

ChEBI IDCHEBI:46295
ChEBI Namevardenafil
Stars
DefinitionThe 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H32N6O4S
Net Charge0
Average Mass488.614
Monoisotopic Mass488.22057
SMILESCCCc1nc(C)c2c(=O)nc(-c3cc(S(=O)(=O)N4CCN(CC)CC4)ccc3OCC)nn12
InChIInChI=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)
InChIKeySECKRCOLJRRGGV-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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:
vasodilator agent  A drug used to cause dilation of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
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)-ONEPDBeChem
Brand Name  Source
LevitraDrugBank
Manual XrefsDatabases
2809DrugCentral
D08668KEGG DRUG
DB00862DrugBank
LSM-2292LINCS
VardenafilWikipedia
VDNPDBeChem
Registry NumbersSources
Reaxys:9967331Reaxys
CAS:224785-90-4ChemIDplus
Citations