(1S,5R,13R,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-6,14-dione

• ChemBase ID: 176034
• Molecular Formular: C17H15NO4
• Molecular Mass: 297.3053
• Monoisotopic Mass: 297.10010797
• SMILES: c1(c2c3c(cc1)C(=O)[C@H]1[C@H]4[C@@]3([C@H](C(=O)C=C4)O2)CCN1C)O
• Canonical SMILES: CN1CC[C@@]23[C@@H]4[C@@H]1C(=O)c1c3c(O[C@H]2C(=O)C=C4)c(cc1)O
• InChI: InChI=1S/C17H15NO4/c1-18-7-6-17-9-3-5-11(20)16(17)22-15-10(19)4-2-8(12(15)17)14(21)13(9)18/h2-5,9,13,16,19H,6-7H2,1H3/t9-,13+,16-,17-/m0/s1
• InChIKey: JWVIMNVWCYXYRA-HIWQICSCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17R)-10-hydroxy-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-6,14-dione
• IUPAC Traditional name: (1S,5R,13R,17R)-10-hydroxy-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-6,14-dione
• Synonyms: (5α)-4,5-Epoxy-3,14-dihydroxy-17-methylmorphinan-6,10-dione; 10-Keto-oxymorphone; 10-Oxooxymorphone; 10-Oxo Oxymorphone

Database IDs

• CAS Number: 96445-15-7
• PubChem SID: 164231944
• PubChem CID: 71751381

CALCULATED PROPERTIES

• Acid pKa: 8.07589
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.55120945
• LogD (pH = 7.4): 1.0818337
• Log P: 1.1835107
• Molar Refractivity: 79.9649 cm^3
• Polarizability: 30.382084 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O858400

An Oxymorphone derivative. It is less potent than Oxymorphone.

REFERENCES

• Archer, S., et al.: J. Med. Chem., 28, 974 (1985)