(2R)-1-acetylpyrrolidine-2-carboxylic acid

• ChemBase ID: 3045
• Molecular Formular: C7H11NO3
• Molecular Mass: 157.16714
• Monoisotopic Mass: 157.07389322
• SMILES: CC(=O)N1CCC[C@@H]1C(=O)O
• Canonical SMILES: CC(=O)N1CCC[C@@H]1C(=O)O
• InChI: InChI=1S/C7H11NO3/c1-5(9)8-4-2-3-6(8)7(10)11/h6H,2-4H2,1H3,(H,10,11)/t6-/m1/s1
• InChIKey: GNMSLDIYJOSUSW-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-acetylpyrrolidine-2-carboxylic acid
• IUPAC Traditional name: N-acetylproline
• Synonyms: N-Acetylproline; 1-Acetyl-L-proline; (S)-(-)-N-Acetylproline; (S)-1-Acetylpyrrolidine-2-carboxylic Acid; (S)-N-Acetylproline; 1-Acetylproline; L-N-Acetylproline; N-Acetylproline; NSC 280718; N-Acetyl-L-proline; N-Acetyl-D-Proline

Database IDs

• CAS Number: 59785-68-1; 68-95-1
• MDL Number: MFCD00080841
• PubChem SID: 160966492; 46505160
• PubChem CID: 719436

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8935208
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.099141
• LogD (pH = 7.4): -3.7041261
• Log P: -0.48719913
• Molar Refractivity: 37.6302 cm^3
• Polarizability: 14.72032 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.51
• LOG S: 0.52
• Solubility (Water): 5.17e+02 g/l

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

DrugBank - DB03360

Drug information: experimental

Toronto Research Chemicals - A187590

N-Acetyl-L-proline is an aminoacid used in the synthesis of pharmaceutical compounds useful in preventing and treating disorders and syndromes associated with the nervous, vascular, musculoskeletal, or cutaneous systems.

REFERENCES

• Gerlo, E., et al.: Anal. Chimica Acta, 571, 191 (2006)