(2R,8R)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-18-oxa-3,6,17-triazapentacyclo[8.7.1.01,10.03,8.011,16]octadeca-11(16),12,14-triene-4,7-dione

• ChemBase ID: 177976
• Molecular Formular: C22H19N3O5
• Molecular Mass: 405.40336
• Monoisotopic Mass: 405.13247072
• SMILES: C123C([C@H](N4[C@H](C1)C(=O)N(CC4=O)C)c1ccc4c(c1)OCO4)(Nc1c2cccc1)O3
• Canonical SMILES: O=C1N(C)CC(=O)N2[C@@H]1CC13OC3([C@H]2c2ccc3c(c2)OCO3)Nc2c1cccc2
• InChI: InChI=1S/C22H19N3O5/c1-24-10-18(26)25-15(20(24)27)9-21-13-4-2-3-5-14(13)23-22(21,30-21)19(25)12-6-7-16-17(8-12)29-11-28-16/h2-8,15,19,23H,9-11H2,1H3/t15-,19-,21?,22?/m1/s1
• InChIKey: KHIZOIVUANRQQJ-RHLKJBLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,8R)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-18-oxa-3,6,17-triazapentacyclo[8.7.1.0^1,^1^0.0^3,^8.0^1^1,^1^6]octadeca-11(16),12,14-triene-4,7-dione
• IUPAC Traditional name: (2R,8R)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-18-oxa-3,6,17-triazapentacyclo[8.7.1.0^1,^1^0.0^3,^8.0^1^1,^1^6]octadeca-11(16),12,14-triene-4,7-dione
• Synonyms: Epoxy Tadalafil; Tadalafil EpoxideDiscontinued

Database IDs

• PubChem SID: 164233886
• PubChem CID: 71752284

CALCULATED PROPERTIES

• Acid pKa: 10.460303
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.0955925
• LogD (pH = 7.4): 1.0952381
• Log P: 1.095597
• Molar Refractivity: 104.4087 cm^3
• Polarizability: 40.352646 Å^3
• Polar Surface Area: 80.34 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T004540

An impurity of Tadalafil (T004500).