Ligand id: 4743

Name: sildenafil

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View more information in the IUPHAR Pharmacology Education Project: sildenafil

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 117.18
Molecular weight 475.21
XLogP 1.18
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

1. Sager G, Ørvoll EØ, Lysaa RA, Kufareva I, Abagyan R, Ravna AW. (2012)
Novel cGMP efflux inhibitors identified by virtual ligand screening (VLS) and confirmed by experimental studies.
J. Med. Chem., 55 (7): 3049-57. [PMID:22380603]
2. Treiber A, Schneiter R, Häusler S, Stieger B. (2007)
Bosentan is a substrate of human OATP1B1 and OATP1B3: inhibition of hepatic uptake as the common mechanism of its interactions with cyclosporin A, rifampicin, and sildenafil.
Drug Metab. Dispos., 35 (8): 1400-7. [PMID:17496208]
3. Turko IV, Ballard SA, Francis SH, Corbin JD. (1999)
Inhibition of cyclic GMP-binding cyclic GMP-specific phosphodiesterase (Type 5) by sildenafil and related compounds.
Mol. Pharmacol., 56 (1): 124-30. [PMID:10385692]
4. Wang G, Liu Z, Chen T, Wang Z, Yang H, Zheng M, Ren J, Tian G, Yang X, Li L et al.. (2012)
Design, synthesis, and pharmacological evaluation of monocyclic pyrimidinones as novel inhibitors of PDE5.
J. Med. Chem., 55 (23): 10540-50. [PMID:23137303]