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

• ChemBase ID: 106386
• Molecular Formular: C16H20N2O3
• Molecular Mass: 288.3416
• Monoisotopic Mass: 288.14739251
• SMILES: CC[C@H](C)[C@H](N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N)C
• InChI: InChI=1S/C16H20N2O3/c1-4-9(2)15(17)16(20)18-11-5-6-12-10(3)7-14(19)21-13(12)8-11/h5-9,15H,4,17H2,1-3H3,(H,18,20)/t9-,15-/m0/s1
• InChIKey: MLILEIUKVIPULY-VFZGTOFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-amino-3-methyl-N-(4-methyl-2-oxo-2H-chromen-7-yl)pentanamide
• IUPAC Traditional name: (2S,3S)-2-amino-3-methyl-N-(4-methyl-2-oxochromen-7-yl)pentanamide
• Synonyms: L-Ile-AMC; L-I-AMC; L-Ile-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105429
• PubChem CID: 7015858

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.33168444
• LogD (pH = 7.4): 1.3085312
• Log P: 2.2971628
• Molar Refractivity: 82.1438 cm^3
• Polarizability: 31.31061 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 13.037675