(1S,5S,13R,14S,17R)-10,14-bis(2H5)ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene

• ChemBase ID: 167359
• Molecular Formular: C21H27NO3
• Molecular Mass: 341.44398
• Monoisotopic Mass: 341.19909373
• SMILES: c1(c2c3c(cc1)C[C@H]1[C@H]4[C@@]3([C@H]([C@H](C=C4)OCC)O2)CCN1C)OCC
• Canonical SMILES: CCO[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@@H]2N(CC3)C)ccc1OCC
• InChI: InChI=1S/C21H27NO3/c1-4-23-16-8-6-13-12-15-14-7-9-17(24-5-2)20-21(14,10-11-22(15)3)18(13)19(16)25-20/h6-9,14-15,17,20H,4-5,10-12H2,1-3H3/t14-,15-,17-,20-,21-/m0/s1
• InChIKey: GKHGIPSRKBPTHM-XTNBKJMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S,13R,14S,17R)-10,14-bis(^2H₅)ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraene
• IUPAC Traditional name: (1S,5S,13R,14S,17R)-10,14-bis(^2H₅)ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraene
• Synonyms: 7,8-Didehydro-4,5α-epoxy-3,6α-diethoxy-17-methyl-morphinan-d10; Diethylmorphine-d10

Database IDs

• PubChem SID: 162261492
• PubChem CID: 71316058

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.5853363
• LogD (pH = 7.4): 0.91000056
• Log P: 2.6996937
• Molar Refractivity: 98.8531 cm^3
• Polarizability: 38.207066 Å^3
• Polar Surface Area: 30.93 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D444592

Ethylmorphine impurity.

REFERENCES

• Pfeifer, S., et al.: Pharmazie, 27, 648 (1972)