(9R)-4-methoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol

• ChemBase ID: 175569
• Molecular Formular: C17H17NO2
• Molecular Mass: 267.32238
• Monoisotopic Mass: 267.12592879
• SMILES: c1(ccc2c(c1O)c1c3[C@@H](C2)NCCc3ccc1)OC
• Canonical SMILES: COc1ccc2c(c1O)c1cccc3c1[C@@H](C2)NCC3
• InChI: InChI=1S/C17H17NO2/c1-20-14-6-5-11-9-13-15-10(7-8-18-13)3-2-4-12(15)16(11)17(14)19/h2-6,13,18-19H,7-9H2,1H3/t13-/m1/s1
• InChIKey: DCQBVSOYNWLFKD-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-4-methoxy-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol
• IUPAC Traditional name: (9R)-4-methoxy-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol
• Synonyms: (6aR)-5,6,6a,7-Tetrahydro-10-methoxy-4H-dibenzo[de,g]quinolin-11-ol; N-Demethylapocodeine; (R)-Norapocodeine

Database IDs

• CAS Number: 478-77-3
• PubChem SID: 164231479
• PubChem CID: 12313469

CALCULATED PROPERTIES

• Acid pKa: 9.344409
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.33174694
• LogD (pH = 7.4): 0.6653203
• Log P: 2.251261
• Molar Refractivity: 79.1757 cm^3
• Polarizability: 31.713148 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N661020

A related compound of Apomorphine.

REFERENCES

• Gao, Y., et al.: J. Med. Chem., 33, 39 (1990)