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

• ChemBase ID: 134290
• Molecular Formular: C14H16N2O4
• Molecular Mass: 276.28784
• Monoisotopic Mass: 276.111007
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)[C@H]([C@@H](C)O)N
• Canonical SMILES: C[C@H]([C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N)O
• InChI: InChI=1S/C14H16N2O4/c1-7-5-12(18)20-11-6-9(3-4-10(7)11)16-14(19)13(15)8(2)17/h3-6,8,13,17H,15H2,1-2H3,(H,16,19)/t8-,13+/m1/s1
• InChIKey: OIZVQDJSQAAKEU-OQPBUACISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-amino-3-hydroxy-N-(4-methyl-2-oxo-2H-chromen-7-yl)butanamide
• IUPAC Traditional name: (2S,3R)-2-amino-3-hydroxy-N-(4-methyl-2-oxochromen-7-yl)butanamide
• Synonyms: L-Threonine 7-amido-4-methylcoumarin

Database IDs

• CAS Number: 191723-66-7
• MDL Number: MFCD00152180
• PubChem SID: 162228567
• PubChem CID: 7015864

CALCULATED PROPERTIES

• Acid pKa: 12.9300375
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.8608254
• LogD (pH = 7.4): -0.18236427
• Log P: 0.33476403
• Molar Refractivity: 74.5097 cm^3
• Polarizability: 28.275639 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C