vardenafil   

GtoPdb Ligand ID: 7320

Synonyms: Levitra® | Vivanza®
vardenafil is an approved drug (EMA and FDA (2003))
Compound class: Synthetic organic
Comment: Vardenafil is a phosphodiesterase type 5 (PDE5A) inhibitor. Marketed formulations may contain vardenafil hydrochloride (PubChem CID 10142962).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 121.28
Molecular weight 488.22
XLogP 4.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCOc1ccc(cc1c1nc(=O)c2n([nH]1)c(CCC)nc2C)S(=O)(=O)N1CCN(CC1)CC
Isomeric SMILES CCOc1ccc(cc1c1nc(=O)c2n([nH]1)c(CCC)nc2C)S(=O)(=O)N1CCN(CC1)CC
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)
InChI Key SECKRCOLJRRGGV-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Used to treat erectile dysfunction (ED).
Mechanism Of Action and Pharmacodynamic Effects
Vardenafil is a selective phosphodiesterase type 5 (PDE5) inhibitor. Such inhibitors block the degradative action of PDE5 on cGMP in the smooth muscle cells lining the blood vessels supplying the corpus cavernosum of the penis. This action dilates these blood vessels allowing blood ingress and leads to functional erection.
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