Tadalafil
(2R,8R)-2-(1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione
Molecular Identity
Tadalafil
(2R,8R)-2-(1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione
PubChem CID: 110635
Tadalafil is a pyrazinopyridoindole that is 2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione substituted at position 2 by a methyl group and at position 6 by a 1,3-benzodioxol-5-yl group (the 6R,12aR-diastereomer). A phosphodiesterase V inhibitor inhibitor, currently marketed in pill form for treating erectile dysfunction under the name Cialis; and under the name Adcirca for the treatment of pulmonary arterial hypertension. It has a role as a vasodilator agent and an EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor. It is a member of benzodioxoles and a pyrazinopyridoindole.
2D Structure
Properties
C22H19N3O4
Molecular Formula
389.40
Molecular Weight
g/mol
389.1376
Exact Mass
Da
2.3
XLogP
Drug-like (Lipinski: < 5)
74.9
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
4
H-Bond Acceptors
702
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
TadalafilCialis171596-29-5Ic351ADCIRCAIC 351IC-351TadalafiloTadalafil mylanTrans-tadalafilCHEWTADZY742SXX0ICTNSC-750236NSC-759172DTXSID9046786
Data from PubChem (NCBI)
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