(3S)-3-amino-3-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]propanoic acid

• ChemBase ID: 106384
• Molecular Formular: C14H14N2O5
• Molecular Mass: 290.27136
• Monoisotopic Mass: 290.09027156
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@@H](N)CC(=O)O)c2
• Canonical SMILES: OC(=O)C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N
• InChI: InChI=1S/C14H14N2O5/c1-7-4-13(19)21-11-5-8(2-3-9(7)11)16-14(20)10(15)6-12(17)18/h2-5,10H,6,15H2,1H3,(H,16,20)(H,17,18)/t10-/m0/s1
• InChIKey: AAGPGZSFBVEQMU-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-amino-3-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]propanoic acid
• IUPAC Traditional name: (3S)-3-amino-3-[(4-methyl-2-oxochromen-7-yl)carbamoyl]propanoic acid
• Synonyms: L-Asp-AMC; L-D-AMC; L-Asp-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105427
• PubChem CID: 2733975

CALCULATED PROPERTIES

• Acid pKa: 3.0778213
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.940379
• LogD (pH = 7.4): -1.9806192
• Log P: -1.9406568
• Molar Refractivity: 74.5826 cm^3
• Polarizability: 28.221384 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true