(1R,2R,3S,5R)-3-hydroxy(6,6,7,7-2H4)-8-azabicyclo[3.2.1]octane-2-carboxylic acid hydrochloride

• ChemBase ID: 175602
• Molecular Formular: C8H14ClNO3
• Molecular Mass: 207.65466
• Monoisotopic Mass: 207.06622099
• SMILES: Cl.[C@@H]12CC[C@@H](N1)[C@H]([C@H](C2)O)C(=O)O
• Canonical SMILES: O[C@H]1C[C@@H]2CC[C@H]([C@H]1C(=O)O)N2.Cl
• InChI: InChI=1S/C8H13NO3.ClH/c10-6-3-4-1-2-5(9-4)7(6)8(11)12;/h4-7,9-10H,1-3H2,(H,11,12);1H/t4-,5+,6-,7+;/m0./s1
• InChIKey: ROAXIYJJNCDEHR-DABREVLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,5R)-3-hydroxy(6,6,7,7-^2H₄)-8-azabicyclo[3.2.1]octane-2-carboxylic acid hydrochloride
• IUPAC Traditional name: (1R,2R,3S,5R)-3-hydroxy(6,6,7,7-^2H₄)-8-azabicyclo[3.2.1]octane-2-carboxylic acid hydrochloride
• Synonyms: (1R,2R,3S,5S)-3-Hydroxy-8-azabicyclo[3.2.1]octane-2-carboxylic Acid-d4 Hydrochloride; β-Hydroxy-1αH,5αH-nortropane-2β-carboxylic Acid-d4 Hydrochloride; [1R-(exo,exo)]-3-Ηydroxy-8-αzabicyclo[3.2.1]octane-2-carboxylic Αcid-d4 Hydrochloride; rac-Nor Ecgonine-d4 Hydrochloride

Database IDs

• PubChem SID: 164231512
• PubChem CID: 71751183

CALCULATED PROPERTIES

• Acid pKa: 3.4600937
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.2168663
• LogD (pH = 7.4): -3.213857
• Log P: -3.2137845
• Molar Refractivity: 41.2746 cm^3
• Polarizability: 16.735006 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N674002

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

REFERENCES

• Brzezinski, M., et al.: Drug Metab. Dispos., 25, 1089 (1997)
• Larsen, N., et al.: J. Mol. Biol., 311, 9 (1997)
• Paula, S., et al.: J. Med. Chem., 47, 133 (1997)