(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2R)-2-hydroxy-2-phenylacetate

• ChemBase ID: 1918
• Molecular Formular: C16H21NO3
• Molecular Mass: 275.34284
• Monoisotopic Mass: 275.15214354
• SMILES: [C@H]12C[C@@H](C[C@H](CC1)N2C)OC(=O)[C@@H](c1ccccc1)O
• Canonical SMILES: O[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C
• InChI: InChI=1S/C16H21NO3/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11/h2-6,12-15,18H,7-10H2,1H3/t12-,13+,14+,15-/m1/s1
• InChIKey: ZTVIKZXZYLEVOL-CBBWQLFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2R)-2-hydroxy-2-phenylacetate
• IUPAC Traditional name: (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2R)-2-hydroxy-2-phenylacetate
• Synonyms: Hydroxy-Phenyl-Acetic Acid 8-Methyl-8-Aza-Bicyclo[3.2.1]Oct-3-Yl Ester

Database IDs

• PubChem SID: 46506304; 160965373
• PubChem CID: 447234

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.992152
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.757473
• LogD (pH = 7.4): -0.38312137
• Log P: 1.5938674
• Molar Refractivity: 75.8054 cm^3
• Polarizability: 30.19051 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.91
• LOG S: -1.69
• Solubility (Water): 5.57e+00 g/l

DETAILS

DrugBank - DB02161

Drug information: experimental