(1S,2R,6S,14R,15R,16R)-16-[2-hydroxy-3,3-bis(2H3)methyl(4,4,4-2H3)butan-2-yl]-11,15-dimethoxy-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-triene-3-carbonitrile

• ChemBase ID: 165121
• Molecular Formular: C27H36N2O4
• Molecular Mass: 452.58574
• Monoisotopic Mass: 452.26750764
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@]45[C@@]3([C@H]([C@]([C@H](C4)C(C(C)(C)C)(C)O)(CC5)OC)O2)CCN1C#N)OC
• Canonical SMILES: N#CN1CC[C@]23[C@]45[C@H]1Cc1c2c(O[C@H]3[C@@](CC4)([C@H](C5)C(C(C)(C)C)(O)C)OC)c(cc1)OC
• InChI: InChI=1S/C27H36N2O4/c1-23(2,3)24(4,30)18-14-25-9-10-27(18,32-6)22-26(25)11-12-29(15-28)19(25)13-16-7-8-17(31-5)21(33-22)20(16)26/h7-8,18-19,22,30H,9-14H2,1-6H3/t18-,19-,22-,24?,25-,26+,27-/m1/s1
• InChIKey: BNIUSDKOHBJDSD-ZGPFIDFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,6S,14R,15R,16R)-16-[2-hydroxy-3,3-bis(^2H₃)methyl(4,4,4-^2H₃)butan-2-yl]-11,15-dimethoxy-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-triene-3-carbonitrile
• IUPAC Traditional name: (1S,2R,6S,14R,15R,16R)-16-[2-hydroxy-3,3-bis(^2H₃)methyl(4,4,4-^2H₃)butan-2-yl]-11,15-dimethoxy-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11-triene-3-carbonitrile
• Synonyms: [5α,7α(S)]-4,5-Epoxy-18,19-dihydro-7-(1-hydroxy-1,2,2-trimethylpropyl)-3,6-dimethoxy-6,14-ethenomorphinan-17-carbonitrile-d9; 17-Cyano-17-demethyl-7α-(1-hydroxy-1,2,2-trimethylpropyl)-6,14-endo-ethanotetrahydrothebaine-d9; N-Cyano-3-O-methyl Norbuprenorphine-d9

Database IDs

• PubChem SID: 162259254
• PubChem CID: 71315048

CALCULATED PROPERTIES

• Acid pKa: 14.297967
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.3779125
• LogD (pH = 7.4): 3.3779125
• Log P: 3.3779125
• Molar Refractivity: 125.2615 cm^3
• Polarizability: 48.852673 Å^3
• Polar Surface Area: 74.95 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - C982092

Intermediate in the preparation of labelled Buprenorphine derivatives.