(2R,8R)-6-methyl-2-(2-oxo-2H-1,3-benzodioxol-5-yl)-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione

• ChemBase ID: 176114
• Molecular Formular: C22H17N3O5
• Molecular Mass: 403.38748
• Monoisotopic Mass: 403.11682066
• SMILES: c12c([C@H](N3[C@H](C1)C(=O)N(CC3=O)C)c1ccc3c(c1)oc(=O)o3)[nH]c1c2cccc1
• Canonical SMILES: O=c1oc2c(o1)cc(cc2)[C@H]1N2C(=O)CN(C(=O)[C@H]2Cc2c1[nH]c1c2cccc1)C
• InChI: InChI=1S/C22H17N3O5/c1-24-10-18(26)25-15(21(24)27)9-13-12-4-2-3-5-14(12)23-19(13)20(25)11-6-7-16-17(8-11)30-22(28)29-16/h2-8,15,20,23H,9-10H2,1H3/t15-,20-/m1/s1
• InChIKey: QBWNUEJPRUVNTD-FOIQADDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,8R)-6-methyl-2-(2-oxo-2H-1,3-benzodioxol-5-yl)-3,6,17-triazatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraene-4,7-dione
• IUPAC Traditional name: (2R,8R)-6-methyl-2-(2-oxo-1,3-benzodioxol-5-yl)-3,6,17-triazatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraene-4,7-dione
• Synonyms: (6R,12aR)-6-(2-Oxo-1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methylpyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione; 2’-Keto Tadalafil; 2'-Oxo Tadalafil

Database IDs

• PubChem SID: 164232024
• PubChem CID: 71751407

CALCULATED PROPERTIES

• Acid pKa: 15.16992
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7440382
• LogD (pH = 7.4): 1.7440382
• Log P: 1.7440382
• Molar Refractivity: 104.7903 cm^3
• Polarizability: 41.506214 Å^3
• Polar Surface Area: 91.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO
• Apperance: Off-White Solid
• Melting Point: 247-251°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O870430

An impurity of Tadalafil (T004500).