(4R,10R)-10-(2H-1,3-benzodioxol-5-yl)-6-methyl-6,9,12-triazatricyclo[11.4.0.04,9]heptadeca-1(13),14,16-triene-2,5,8,11-tetrone

• ChemBase ID: 177975
• Molecular Formular: C22H19N3O6
• Molecular Mass: 421.40276
• Monoisotopic Mass: 421.12738534
• SMILES: C1(=O)C[C@H]2N([C@@H](C(=O)Nc3c1cccc3)c1ccc3c(c1)OCO3)C(=O)CN(C2=O)C
• Canonical SMILES: O=C1Nc2ccccc2C(=O)C[C@H]2N([C@@H]1c1ccc3c(c1)OCO3)C(=O)CN(C2=O)C
• InChI: InChI=1S/C22H19N3O6/c1-24-10-19(27)25-15(22(24)29)9-16(26)13-4-2-3-5-14(13)23-21(28)20(25)12-6-7-17-18(8-12)31-11-30-17/h2-8,15,20H,9-11H2,1H3,(H,23,28)/t15-,20-/m1/s1
• InChIKey: BBMXALYUYHSADD-FOIQADDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,10R)-10-(2H-1,3-benzodioxol-5-yl)-6-methyl-6,9,12-triazatricyclo[11.4.0.0^4,^9]heptadeca-1(13),14,16-triene-2,5,8,11-tetrone
• IUPAC Traditional name: (4R,10R)-10-(2H-1,3-benzodioxol-5-yl)-6-methyl-6,9,12-triazatricyclo[11.4.0.0^4,^9]heptadeca-1(13),14,16-triene-2,5,8,11-tetrone
• Synonyms: (6R,14aR)-rel-6-(1,3-Benzodioxol-5-yl)-2,3,14,14a-tetrahydro-2-methylpyrazino[1,2-d][1,4]benzodiazonine-1,4,7,13(6H,8H)-tetrone; Tadalafil Ketolactam

Database IDs

• CAS Number: 1346605-38-6
• PubChem SID: 164233885
• PubChem CID: 71752283

CALCULATED PROPERTIES

• Acid pKa: 11.99751
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.0666791
• LogD (pH = 7.4): 1.0666689
• Log P: 1.0666792
• Molar Refractivity: 108.1755 cm^3
• Polarizability: 41.264477 Å^3
• Polar Surface Area: 105.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T004535

Tadalafil (T004500) impurity.