(2S)-2-phenyl-2-[(2R)-piperidin-2-yl]acetic acid hydrochloride

• ChemBase ID: 177564
• Molecular Formular: C13H18ClNO2
• Molecular Mass: 255.74052
• Monoisotopic Mass: 255.1026065
• SMILES: C1CC[C@@H](NC1)[C@H](c1ccccc1)C(=O)O.Cl
• Canonical SMILES: OC(=O)[C@@H](c1ccccc1)[C@H]1CCCCN1.Cl
• InChI: InChI=1S/C13H17NO2.ClH/c15-13(16)12(10-6-2-1-3-7-10)11-8-4-5-9-14-11;/h1-3,6-7,11-12,14H,4-5,8-9H2,(H,15,16);1H/t11-,12+;/m1./s1
• InChIKey: SCUMDQFFZZGUQY-LYCTWNKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-phenyl-2-[(2R)-piperidin-2-yl]acetic acid hydrochloride
• IUPAC Traditional name: (S)-phenyl(2R)-piperidin-2-ylacetic acid hydrochloride
• Synonyms: (2R,αS)-rel-α-Phenyl-2-piperidineacetic Acid Hydrochloride; DL-erythro Ritalinic Acid Hydrochloride

Database IDs

• CAS Number: 19130-92-8
• PubChem SID: 164233474
• PubChem CID: 71752088

CALCULATED PROPERTIES

• Acid pKa: 3.734133
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.3683553
• LogD (pH = 7.4): -0.3631216
• Log P: -0.36274523
• Molar Refractivity: 61.9591 cm^3
• Polarizability: 24.522444 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R533105

A metabolite of Methylphenidate.

REFERENCES

• Shafi'ee, A., et al.: J. Pharm. Sci., 56, 1689 (1967)