tadalafil   Click here for help

GtoPdb Ligand ID: 7299

Synonyms: Adcirca® | Cialis® | IC-351 | IC351
Approved drug PDB Ligand
tadalafil is an approved drug (EMA (2002), FDA (2003))
Compound class: Synthetic organic
Comment: Tadafil is a phosphodiesterase type 5 (PDE5) inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 74.87
Molecular weight 389.14
XLogP 1.75
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1N(C)CC(=O)N2C1Cc1c(C2c2ccc3c(c2)OCO3)[nH]c2c1cccc2
Isomeric SMILES O=C1N(C)CC(=O)N2[C@@H]1Cc1c([C@H]2c2ccc3c(c2)OCO3)[nH]c2c1cccc2
InChI InChI=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21-/m1/s1
InChI Key WOXKDUGGOYFFRN-IIBYNOLFSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2002), FDA (2003))
International Nonproprietary Names Click here for help
INN number INN
8136 tadalafil
Synonyms Click here for help
Adcirca® | Cialis® | IC-351 | IC351
Database Links Click here for help
CAS Registry No. 171596-29-5
ChEMBL Ligand CHEMBL779
DrugBank Ligand DB00820
DrugCentral Ligand 2553
GtoPdb PubChem SID 178103872
PubChem CID 110635
RCSB PDB Ligand CIA
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SynPHARM 79448 (in complex with phosphodiesterase 5A)
Wikipedia Tadalafil

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Tocris
Tadalafil
Cat. No. 6311