(2S,3R)-2-{2-[(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]acetamido}-3-methylpentanoic acid

• ChemBase ID: 221907
• Molecular Formular: C23H23NO7
• Molecular Mass: 425.43122
• Monoisotopic Mass: 425.14745208
• SMILES: c12c(=O)cc(oc1cc(cc2O)OCC(=O)N[C@H](C(=O)O)[C@@H](CC)C)c1ccccc1
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)COc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1)C
• InChI: InChI=1S/C23H23NO7/c1-3-13(2)22(23(28)29)24-20(27)12-30-15-9-16(25)21-17(26)11-18(31-19(21)10-15)14-7-5-4-6-8-14/h4-11,13,22,25H,3,12H2,1-2H3,(H,24,27)(H,28,29)/t13-,22+/m1/s1
• InChIKey: COPFYWOGBTWROU-DMZKTXOQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164277817
• PubChem CID: 29148561

CALCULATED PROPERTIES

• Acid pKa: 3.0745714
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.0351367
• LogD (pH = 7.4): -0.06490932
• Log P: 3.4296768
• Molar Refractivity: 112.3939 cm^3
• Polarizability: 43.057285 Å^3
• Polar Surface Area: 122.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds