(2S)-2-amino-3-hydroxy-N-(4-methyl-2-oxo-2H-chromen-7-yl)propanamide

• ChemBase ID: 106394
• Molecular Formular: C13H14N2O4
• Molecular Mass: 262.26126
• Monoisotopic Mass: 262.09535694
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@@H](N)CO)c2
• Canonical SMILES: OC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N
• InChI: InChI=1S/C13H14N2O4/c1-7-4-12(17)19-11-5-8(2-3-9(7)11)15-13(18)10(14)6-16/h2-5,10,16H,6,14H2,1H3,(H,15,18)/t10-/m0/s1
• InChIKey: QAFWDHVUVKEUMK-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-hydroxy-N-(4-methyl-2-oxo-2H-chromen-7-yl)propanamide
• IUPAC Traditional name: (2S)-2-amino-3-hydroxy-N-(4-methyl-2-oxochromen-7-yl)propanamide
• Synonyms: L-Ser-AMC; L-S-AMC; L-Ser-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105433
• PubChem CID: 688578

CALCULATED PROPERTIES

• Acid pKa: 12.950403
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.2148244
• LogD (pH = 7.4): -0.54967636
• Log P: -0.08181098
• Molar Refractivity: 70.0909 cm^3
• Polarizability: 26.442429 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true