(2S,3R)-2-{2-[(5-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]acetamido}-3-methylpentanoic acid

• ChemBase ID: 221345
• Molecular Formular: C19H25NO7
• Molecular Mass: 379.4043
• Monoisotopic Mass: 379.16310215
• SMILES: c12C(=O)CC(Oc1cc(cc2O)OCC(=O)N[C@H](C(=O)O)[C@@H](CC)C)(C)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)COc1cc(O)c2c(c1)OC(CC2=O)(C)C)C
• InChI: InChI=1S/C19H25NO7/c1-5-10(2)17(18(24)25)20-15(23)9-26-11-6-12(21)16-13(22)8-19(3,4)27-14(16)7-11/h6-7,10,17,21H,5,8-9H2,1-4H3,(H,20,23)(H,24,25)/t10-,17+/m1/s1
• InChIKey: WSWXQLGNHUSJOR-QGHHPUGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-{2-[(5-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl)oxy]acetamido}-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3R)-2-{2-[(5-hydroxy-2,2-dimethyl-4-oxo-3H-1-benzopyran-7-yl)oxy]acetamido}-3-methylpentanoic acid

Database IDs

• PubChem SID: 164277255
• PubChem CID: 29147125

CALCULATED PROPERTIES

• Acid pKa: 3.0997999
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 0.100172065
• LogD (pH = 7.4): -0.9919055
• Log P: 2.471007
• Molar Refractivity: 95.544 cm^3
• Polarizability: 37.38826 Å^3
• Polar Surface Area: 122.16 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds