compound 53 [PMID: 19631533]   Click here for help

GtoPdb Ligand ID: 8811

Compound class: Synthetic organic
Comment: Compound 53 was developed as a drug-like inhibitor of phosphodiesterase 5 (PDE5) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 116.94
Molecular weight 447.2
XLogP 2.5
No. Lipinski's rules broken 0
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Canonical SMILES CCCOCCn1c2cc(ncc2nc(c1=O)NCc1cnccn1)c1ccc(nc1)OC
Isomeric SMILES CCCOCCn1c2cc(ncc2nc(c1=O)NCc1cnccn1)c1ccc(nc1)OC
InChI InChI=1S/C23H25N7O3/c1-3-9-33-10-8-30-20-11-18(16-4-5-21(32-2)27-12-16)26-15-19(20)29-22(23(30)31)28-14-17-13-24-6-7-25-17/h4-7,11-13,15H,3,8-10,14H2,1-2H3,(H,28,29)
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
phosphodiesterase 5A Primary target of this compound Hs Inhibitor Inhibition 10.3 pIC50 - 1
pIC50 10.3 (IC50 5x10-11 M) [1]
phosphodiesterase 6A Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 9.8x10-9 M) [1]