(1S,9S,10S)-4-(2H3)methoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene-17-carbaldehyde

• ChemBase ID: 169376
• Molecular Formular: C18H23NO2
• Molecular Mass: 285.38072
• Monoisotopic Mass: 285.17287898
• SMILES: C1CN([C@@H]2[C@@H]3[C@]1(c1cc(ccc1C2)OC)CCCC3)C=O
• Canonical SMILES: O=CN1CC[C@]23[C@@H]([C@@H]1Cc1c3cc(cc1)OC)CCCC2
• InChI: InChI=1S/C18H23NO2/c1-21-14-6-5-13-10-17-15-4-2-3-7-18(15,16(13)11-14)8-9-19(17)12-20/h5-6,11-12,15,17H,2-4,7-10H2,1H3/t15-,17+,18+/m1/s1
• InChIKey: FZNYYMPPLIJMRC-NJAFHUGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10S)-4-(^2H₃)methoxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene-17-carbaldehyde
• IUPAC Traditional name: (1S,9S,10S)-4-(^2H₃)methoxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene-17-carbaldehyde
• Synonyms: (9α,13α,14α)-3-(Methoxy-d3)morphinan-17-carboxaldehyde; 3-(Methoxy-d3)-9α,13α,14α-morphinan-17-carboxaldehyde; (+)-3-(Methoxy-d3)-N-formylmorphinan; (+)-N-Formyl-3-(methoxy-d3)morphinan; N-Formyl Dextromethorphan-d3

Database IDs

• PubChem SID: 162263508
• PubChem CID: 71316936

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6719663
• LogD (pH = 7.4): 2.67197
• Log P: 2.67197
• Molar Refractivity: 82.3439 cm^3
• Polarizability: 32.11984 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F699017

Labelled analogue of N-Formyl Dextromethorphan, an impurity of nonopioid antitussive agent Dextromethorphan (D299455).

REFERENCES

• Sawa, Y.K.. et al.: Tetrahedron, 31, 953 (1975)