(2R)-2-{[(benzyloxy)carbonyl]amino}-3-sulfamoylpropanoic acid

• ChemBase ID: 156229
• Molecular Formular: C11H14N2O6S
• Molecular Mass: 302.30366
• Monoisotopic Mass: 302.05725718
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](CS(=O)(=O)N)C(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)CS(=O)(=O)N)OCc1ccccc1
• InChI: InChI=1S/C11H14N2O6S/c12-20(17,18)7-9(10(14)15)13-11(16)19-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,16)(H,14,15)(H2,12,17,18)/t9-/m0/s1
• InChIKey: BNTMRJDHXDDTKO-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-sulfamoylpropanoic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-sulfamoylpropanoic acid
• Synonyms: N-Cbz-3-sulfamoyl-L-alanine; Nα-Z-3-sulfamoyl-L-alanine; Z-β-sulfamoyl-Ala-OH; N-Cbz-3-氨磺酰-L-丙氨酸; Nα-Z-3-磺酰胺-L-丙氨酸; Z-β-氨磺酰-Ala-OH

Database IDs

• CAS Number: 33662-45-2
• MDL Number: MFCD03486773
• Beilstein Number: 6590147
• PubChem SID: 24890386; 162250367
• PubChem CID: 13566108

CALCULATED PROPERTIES

• Acid pKa: 3.237524
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.569467
• LogD (pH = 7.4): -3.766405
• Log P: -0.32749367
• Molar Refractivity: 67.6504 cm^3
• Polarizability: 27.473232 Å^3
• Polar Surface Area: 135.79 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C11H14N2O6S