tunodafil   Click here for help

GtoPdb Ligand ID: 12099

Synonyms: yonkenafil (pseudo INN)
Compound class: Synthetic organic
Comment: Tunodafil (chemical structure extracted from WHO proposed INN list 127) is a phosphodiesterase 5 (PDE5) inhibitor. It is an analogue of sildenafil, but is a more potent PDE5 inhibitor than its predecessor. Tunodafil was developed for the treatment of erectile dysfunction, and has been examined for potential to protect against ischemic brain injury [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 108.91
Molecular weight 487.23
XLogP 3.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOc1ccc(cc1c1[nH]c(=O)c2c(n1)n(CCC)cc2C)S(=O)(=O)N1CCN(CC1)CC
Isomeric SMILES C(C)Oc1c(cc(cc1)S(=O)(=O)N1CCN(CC1)CC)c1[nH]c(=O)c2c(n1)n(cc2C)CCC
InChI InChI=1S/C24H33N5O4S/c1-5-10-28-16-17(4)21-23(28)25-22(26-24(21)30)19-15-18(8-9-20(19)33-7-3)34(31,32)29-13-11-27(6-2)12-14-29/h8-9,15-16H,5-7,10-14H2,1-4H3,(H,25,26,30)
InChI Key RXMDFMQMRASWOG-UHFFFAOYSA-N