methyl (2S,4S)-4-(3-acetamidophenoxy)pyrrolidine-2-carboxylate

• ChemBase ID: 21313
• Molecular Formular: C14H18N2O4
• Molecular Mass: 278.30372
• Monoisotopic Mass: 278.12665707
• SMILES: N1[C@H](C(=O)OC)C[C@H](Oc2cc(NC(=O)C)ccc2)C1
• Canonical SMILES: COC(=O)[C@H]1NC[C@H](C1)Oc1cccc(c1)NC(=O)C
• InChI: InChI=1S/C14H18N2O4/c1-9(17)16-10-4-3-5-11(6-10)20-12-7-13(15-8-12)14(18)19-2/h3-6,12-13,15H,7-8H2,1-2H3,(H,16,17)/t12-,13-/m0/s1
• InChIKey: BPPKVVRSLPYDAB-STQMWFEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,4S)-4-(3-acetamidophenoxy)pyrrolidine-2-carboxylate
• IUPAC Traditional name: methyl (2S,4S)-4-(3-acetamidophenoxy)pyrrolidine-2-carboxylate
• Synonyms: Methyl (2S,4S)-4-[3-(acetylamino)phenoxy]-2-pyrrolidinecarboxylate

Database IDs

• MDL Number: MFCD08688114
• PubChem SID: 160984620
• PubChem CID: 26192746

CALCULATED PROPERTIES

• Acid pKa: 13.941035
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.58999544
• LogD (pH = 7.4): 0.41840866
• Log P: 0.47291702
• Molar Refractivity: 73.2742 cm^3
• Polarizability: 28.529886 Å^3
• Polar Surface Area: 76.66 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false