[(1S,5R,13R,14S,17S)-4-(cyclobutylmethyl)-14,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-10-yl]oxidanesulfonic acid

• ChemBase ID: 174918
• Molecular Formular: C21H27NO7S
• Molecular Mass: 437.50658
• Monoisotopic Mass: 437.15082321
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@]4([C@@]3([C@H]([C@H](CC4)O)O2)CCN1CC1CCC1)O)OS(=O)(=O)O
• Canonical SMILES: O[C@H]1CC[C@@]2([C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)CC2CCC2)ccc1OS(=O)(=O)O)O
• InChI: InChI=1S/C21H27NO7S/c23-14-6-7-21(24)16-10-13-4-5-15(29-30(25,26)27)18-17(13)20(21,19(14)28-18)8-9-22(16)11-12-2-1-3-12/h4-5,12,14,16,19,23-24H,1-3,6-11H2,(H,25,26,27)/t14-,16+,19-,20-,21+/m0/s1
• InChIKey: VUWKECKIUAUEDS-LAKPAKELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,5R,13R,14S,17S)-4-(cyclobutylmethyl)-14,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-10-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(1S,5R,13R,14S,17S)-4-(cyclobutylmethyl)-14,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-10-yl]oxidanesulfonic acid
• Synonyms: (5α,6α)-17-(Cyclobutylmethyl)-4,5-epoxymorphinan-3,6,14-triol 3-Sulfate; Nalbuphine 3-Sulfate

Database IDs

• PubChem SID: 164230828
• PubChem CID: 71750901

CALCULATED PROPERTIES

• Acid pKa: -1.9945421
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.25034565
• LogD (pH = 7.4): -0.25182536
• Log P: -0.25032777
• Molar Refractivity: 106.9917 cm^3
• Polarizability: 42.99761 Å^3
• Polar Surface Area: 116.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N232525

A metabolite of Nalbuphine (N232500).