(2S,4S)-1-[(tert-butoxy)carbonyl]-4-(3-acetamidophenoxy)pyrrolidine-2-carboxylic acid

• ChemBase ID: 21216
• Molecular Formular: C18H24N2O6
• Molecular Mass: 364.39296
• Monoisotopic Mass: 364.1634365
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1cc(NC(=O)C)ccc1
• Canonical SMILES: CC(=O)Nc1cccc(c1)O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C18H24N2O6/c1-11(21)19-12-6-5-7-13(8-12)25-14-9-15(16(22)23)20(10-14)17(24)26-18(2,3)4/h5-8,14-15H,9-10H2,1-4H3,(H,19,21)(H,22,23)/t14-,15-/m0/s1
• InChIKey: CWSXGJMVGLXKHU-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(3-acetamidophenoxy)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-(3-acetamidophenoxy)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-4-[3-(Acetylamino)phenoxy]-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD08686765
• PubChem SID: 160984523
• PubChem CID: 26192615

CALCULATED PROPERTIES

• Acid pKa: 3.6610909
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.22617461
• LogD (pH = 7.4): -1.7105166
• Log P: 1.610216
• Molar Refractivity: 93.5002 cm^3
• Polarizability: 36.08607 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false