(2S,4S)-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid hydrochloride

• ChemBase ID: 176665
• Molecular Formular: C11H14ClNO2S
• Molecular Mass: 259.75236
• Monoisotopic Mass: 259.04337737
• SMILES: C1[C@H](C[C@H](N1)C(=O)O)Sc1ccccc1.Cl
• Canonical SMILES: OC(=O)[C@H]1NC[C@H](C1)Sc1ccccc1.Cl
• InChI: InChI=1S/C11H13NO2S.ClH/c13-11(14)10-6-9(7-12-10)15-8-4-2-1-3-5-8;/h1-5,9-10,12H,6-7H2,(H,13,14);1H/t9-,10-;/m0./s1
• InChIKey: XXNAGGDFBCTLQA-IYPAPVHQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid hydrochloride
• IUPAC Traditional name: (2S,4S)-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid hydrochloride
• Synonyms: cis-4-(Phenylthio)-L-proline Hydrochloride; (4S)-4-(Phenylthio)-L-proline Hydrochloride

Database IDs

• CAS Number: 105107-84-4
• PubChem SID: 164232575
• PubChem CID: 46705431

CALCULATED PROPERTIES

• Acid pKa: 1.7514179
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.88183534
• LogD (pH = 7.4): -0.8819324
• Log P: -0.88179576
• Molar Refractivity: 60.1132 cm^3
• Polarizability: 23.889082 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P337055

(4S)-4-(Phenylthio)-L-proline is an impurity of Zofenopril (Z587000).

REFERENCES

• Krapcho, J., et al.: J. Med. Chem., 31, 1148 (1988)