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

• ChemBase ID: 166479
• Molecular Formular: C19H21NO5
• Molecular Mass: 343.37374
• Monoisotopic Mass: 343.14197278
• SMILES: [C@H]12[C@H](C=C[C@@H]3[C@]41c1c(C[C@H]3N(CC4)C(=O)OC)ccc(c1O2)OC)O
• Canonical SMILES: COC(=O)N1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)OC
• InChI: InChI=1S/C19H21NO5/c1-23-14-6-3-10-9-12-11-4-5-13(21)17-19(11,15(10)16(14)25-17)7-8-20(12)18(22)24-2/h3-6,11-13,17,21H,7-9H2,1-2H3/t11-,12+,13-,17-,19-/m0/s1
• InChIKey: ILZZMMLYELRJKX-IWKDVGJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,5R,13R,14S,17R)-14-hydroxy-10-methoxy-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: methyl (1S,5R,13R,14S,17R)-14-hydroxy-10-methoxy-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: N-Desmethyl-N-methoxycarbonyl Codeine; (5α,6α)-7,8-Didehydro-4,5-epoxy-6-hydroxy-3-methoxy-morphinan-17-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 210754-24-8
• PubChem SID: 162260612
• PubChem CID: 15816738

CALCULATED PROPERTIES

• Acid pKa: 13.7827215
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1891367
• LogD (pH = 7.4): 1.1891366
• Log P: 1.1891367
• Molar Refractivity: 90.4995 cm^3
• Polarizability: 35.02476 Å^3
• Polar Surface Area: 68.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol; Toluene
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D291910

Codeine derivative (C634075).