(2H5)ethyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride

• ChemBase ID: 165743
• Molecular Formular: C17H22ClNO4
• Molecular Mass: 339.81388
• Monoisotopic Mass: 339.12373587
• SMILES: Cl.[C@@H]12CC[C@@H](N1)[C@H]([C@H](C2)OC(=O)c1ccccc1)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@@H]1[C@H]2CC[C@H](N2)C[C@@H]1OC(=O)c1ccccc1.Cl
• InChI: InChI=1S/C17H21NO4.ClH/c1-2-21-17(20)15-13-9-8-12(18-13)10-14(15)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15,18H,2,8-10H2,1H3;1H/t12-,13+,14-,15+;/m0./s1
• InChIKey: VZTBLUHOIGKCJL-VZXSFKIWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₅)ethyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• IUPAC Traditional name: (^2H₅)ethyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• Synonyms: 1R,2R,3S,5S)-3-(Benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Ethyl-d5 Ester Hydrochloride; [1R-(exo,exo)]-3-(Benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Ethyl-d5 Ester Hydrochloride; N-Demethylcocaethyline-d5 Hydrochloride; Norcocaethylene-d5 Hydrochloride; Norcocaethyline-d5 Hydrochloride; Norethylcocaine-d5 Hydrochloride; Norhomococaine-d5 Hydrochloride; N-Demethyl Cocaethylene-d5 Hydrochloride

Database IDs

• PubChem SID: 162259876
• PubChem CID: 71315371

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.960874
• LogD (pH = 7.4): -0.22663233
• Log P: 2.255868
• Molar Refractivity: 80.6143 cm^3
• Polarizability: 32.167484 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D230862

A labelled metabolite of Cocaine (C633500). Controlled substance.

REFERENCES

• Martin, B., et al.: J. Anal Toxicol., 13, 158 (1989)
• Dean, R., et al.: Toxicol. Appl. Pharmacol., 117, 1 (1989)
• Jenkins, A., et al.: J. Forensic Sci., 42, 824 (1989)