(1S,5R,13R,14S,17R)-14-bromo-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-10-ol

• ChemBase ID: 162812
• Molecular Formular: C17H18BrNO2
• Molecular Mass: 348.23432
• Monoisotopic Mass: 347.05209082
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@H]4[C@@]3([C@H]([C@H](C=C4)Br)O2)CCN1C)O
• Canonical SMILES: Br[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
• InChI: InChI=1S/C17H18BrNO2/c1-19-7-6-17-10-3-4-11(18)16(17)21-15-13(20)5-2-9(14(15)17)8-12(10)19/h2-5,10-12,16,20H,6-8H2,1H3/t10-,11-,12+,16-,17-/m0/s1
• InChIKey: OJHWKGLOJHIELT-ZFDIKFDDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17R)-14-bromo-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-tetraen-10-ol
• IUPAC Traditional name: (1S,5R,13R,14S,17R)-14-bromo-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-tetraen-10-ol
• Synonyms: (5α,6α)-6-Bromo-7,8-didehydro-4,5-epoxy-17-methyl-morphinan-3-ol; 6-Bromo-6-dehydroxy Morphine

Database IDs

• CAS Number: 63732-46-7
• PubChem SID: 162256947
• PubChem CID: 5745698

CALCULATED PROPERTIES

• Acid pKa: 10.191412
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.0670716
• LogD (pH = 7.4): 1.8398653
• Log P: 2.6388052
• Molar Refractivity: 86.1569 cm^3
• Polarizability: 32.74417 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Dimethyl Formamide; Methanol
• Apperance: Pale Tan Solid