benzyl (1S,5R,13R,17R)-10-(benzyloxy)-14-oxo-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraene-4-carboxylate

• ChemBase ID: 165627
• Molecular Formular: C31H27NO5
• Molecular Mass: 493.54978
• Monoisotopic Mass: 493.18892297
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@H]4[C@@]3([C@H](C(=O)C=C4)O2)CCN1C(=O)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: O=C(N1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2C(=O)C=C4)c(cc1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C31H27NO5/c33-25-13-12-23-24-17-22-11-14-26(35-18-20-7-3-1-4-8-20)28-27(22)31(23,29(25)37-28)15-16-32(24)30(34)36-19-21-9-5-2-6-10-21/h1-14,23-24,29H,15-19H2/t23-,24+,29-,31-/m0/s1
• InChIKey: KXMCGPNKYFSOJK-OKABYJMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (1S,5R,13R,17R)-10-(benzyloxy)-14-oxo-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-4-carboxylate
• IUPAC Traditional name: benzyl (1S,5R,13R,17R)-10-(benzyloxy)-14-oxo-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-4-carboxylate
• Synonyms: 6-Dehydro-N-desmethyl-N-(phenylmethoxy)carbonyl-3-O-benzyl Morphine

Database IDs

• PubChem SID: 162259760
• PubChem CID: 71315308

CALCULATED PROPERTIES

• Acid pKa: 15.603775
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.253259
• LogD (pH = 7.4): 5.253259
• Log P: 5.253259
• Molar Refractivity: 138.958 cm^3
• Polarizability: 53.612686 Å^3
• Polar Surface Area: 65.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol; Toluene
• Apperance: Beige Solid

DETAILS

Toronto Research Chemicals - D229520

Used in the preparation of Naltrexone by-product.