(1R,3R,5S)-8-[(2H7)propan-2-yl]-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate

• ChemBase ID: 171937
• Molecular Formular: C19H27NO3
• Molecular Mass: 317.42258
• Monoisotopic Mass: 317.19909373
• SMILES: C(CO)(C(=O)O[C@H]1C[C@H]2CC[C@H](N2C(C)C)C1)c1ccccc1
• Canonical SMILES: OCC(c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C(C)C
• InChI: InChI=1S/C19H27NO3/c1-13(2)20-15-8-9-16(20)11-17(10-15)23-19(22)18(12-21)14-6-4-3-5-7-14/h3-7,13,15-18,21H,8-12H2,1-2H3/t15-,16+,17+,18?
• InChIKey: VORSMCHHJRVORT-KCUXLOIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,5S)-8-[(^2H₇)propan-2-yl]-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
• IUPAC Traditional name: (1R,3R,5S)-8-[(^2H₇)propan-2-yl]-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
• Synonyms: α-(Hydroxymethyl)benzeneacetic Acid (3-endo)-8-(1-Methylethyl)-8-azabicyclo[3.2.1]-oct-3-yl-d7 Ester; α-(Hydroxymethyl)-benzeneacetic Acid endo-8-(1-Methylethyl)-8-azabicyclo[3.2.1]oct-3-yl-d7 Ester; N-Desmethyl Ipratropium-d7; N-Isopropyl Noratropine-d7

Database IDs

• PubChem SID: 164227847
• PubChem CID: 71749621

CALCULATED PROPERTIES

• Acid pKa: 15.145742
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.109304
• LogD (pH = 7.4): -0.15041001
• Log P: 2.344624
• Molar Refractivity: 89.9838 cm^3
• Polarizability: 35.718067 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Acetonitrile; Methanol
• Apperance: Solid

DETAILS

Toronto Research Chemicals - I872682

Noratropine derivative, an intermediate in the production of labelled Ipratropium

REFERENCES

• Simms, P., et al.: J. Pharm. Biomed. Anal., 17, 841 (1998)