10-(benzoyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7,9,11(18),15-tetraen-14-yl benzoate

• ChemBase ID: 126958
• Molecular Formular: C31H27NO5
• Molecular Mass: 493.54978
• Monoisotopic Mass: 493.18892297
• SMILES: C1CC23C4C=CC(OC(=O)c5ccccc5)C2Oc2c3c(CC4N1C)ccc2OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OC1C=CC2C34C1Oc1c4c(CC2N(CC3)C)ccc1OC(=O)c1ccccc1
• InChI: InChI=1S/C31H27NO5/c1-32-17-16-31-22-13-15-25(36-30(34)20-10-6-3-7-11-20)28(31)37-27-24(14-12-21(26(27)31)18-23(22)32)35-29(33)19-8-4-2-5-9-19/h2-15,22-23,25,28H,16-18H2,1H3
• InChIKey: TYRXZVFTBRIZFW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-(benzoyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7,9,11(18),15-tetraen-14-yl benzoate
• IUPAC Traditional name: dibenzoylmorphine
• Synonyms: Dibenzoylmorphine

Database IDs

• PubChem SID: 162221284
• PubChem CID: 13618741
• Wikipedia Title: Dibenzoylmorphine

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.4120207
• LogD (pH = 7.4): 3.9591599
• Log P: 5.6573577
• Molar Refractivity: 139.7664 cm^3
• Polarizability: 53.8732 Å^3
• Polar Surface Area: 65.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Legal Status: Illegal under UN drug conventions as "ester of morphine"