methyl (2R,3S)-3-[2-(acetyloxy)benzoyloxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

• ChemBase ID: 125189
• Molecular Formular: C19H23NO6
• Molecular Mass: 361.38902
• Monoisotopic Mass: 361.15253746
• SMILES: CN1C2C[C@H](OC(=O)c3c(OC(=O)C)cccc3)[C@@H](C(=O)OC)C1CC2
• Canonical SMILES: COC(=O)[C@@H]1[C@H](CC2N(C1CC2)C)OC(=O)c1ccccc1OC(=O)C
• InChI: InChI=1S/C19H23NO6/c1-11(21)25-15-7-5-4-6-13(15)18(22)26-16-10-12-8-9-14(20(12)2)17(16)19(23)24-3/h4-7,12,14,16-17H,8-10H2,1-3H3/t12?,14?,16-,17+/m0/s1
• InChIKey: BGTCUQCBSAMJBH-MPCAOIJTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3S)-3-[2-(acetyloxy)benzoyloxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• IUPAC Traditional name: methyl (2R,3S)-3-[2-(acetyloxy)benzoyloxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• Synonyms: 2'-Acetoxycocaine

Database IDs

• CAS Number: 192648-66-1
• PubChem SID: 162219539
• PubChem CID: 71308132; 10713606
• Chemspider ID: 8888946
• Wikipedia Title: 2'-Acetoxycocaine

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.20433
• LogD (pH = 7.4): 0.46742982
• Log P: 1.889369
• Molar Refractivity: 92.2928 cm^3
• Polarizability: 36.643425 Å^3
• Polar Surface Area: 82.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true