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

• ChemBase ID: 106405
• Molecular Formular: C18H23N3O4
• Molecular Mass: 345.39292
• Monoisotopic Mass: 345.16885623
• SMILES: CC[C@H](C)[C@H](NC(=O)CN)C(=O)Nc1ccc2c(C)cc(=O)oc2c1
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)NC(=O)CN)C
• InChI: InChI=1S/C18H23N3O4/c1-4-10(2)17(21-15(22)9-19)18(24)20-12-5-6-13-11(3)7-16(23)25-14(13)8-12/h5-8,10,17H,4,9,19H2,1-3H3,(H,20,24)(H,21,22)/t10-,17-/m0/s1
• InChIKey: SYAZTBWYIZFWIH-BTDLBPIBSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105441
• PubChem CID: 25108599

CALCULATED PROPERTIES

• Acid pKa: 12.151425
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.068834
• LogD (pH = 7.4): 0.61942214
• Log P: 1.1918796
• Molar Refractivity: 94.947296 cm^3
• Polarizability: 36.222797 Å^3
• Polar Surface Area: 110.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true