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

• ChemBase ID: 127764
• Molecular Formular: C15H19NO3
• Molecular Mass: 261.31626
• Monoisotopic Mass: 261.13649347
• SMILES: O=C(O[C@@H]1C[C@@H]2N(C)[C@](O)(C1)CC2)c1ccccc1
• Canonical SMILES: CN1[C@@H]2CC[C@@]1(O)C[C@@H](C2)OC(=O)c1ccccc1
• InChI: InChI=1S/C15H19NO3/c1-16-12-7-8-15(16,18)10-13(9-12)19-14(17)11-5-3-2-4-6-11/h2-6,12-13,18H,7-10H2,1H3/t12-,13-,15-/m1/s1
• InChIKey: XJPJWHPAEMZDER-UMVBOHGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,5R)-1-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate
• IUPAC Traditional name: hydroxytropacocaine
• Synonyms: Hydroxytropacocaine

Database IDs

• CAS Number: 156497-23-3
• PubChem SID: 162222082
• PubChem CID: 11054441
• Chemspider ID: 9229602
• Wikipedia Title: Hydroxytropacocaine

CALCULATED PROPERTIES

• Acid pKa: 13.125894
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.15806626
• LogD (pH = 7.4): 1.6073819
• Log P: 2.3208184
• Molar Refractivity: 71.5799 cm^3
• Polarizability: 28.328566 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true