(2S,3R)-2-[2-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetamido]-3-methylpentanoic acid

• ChemBase ID: 200986
• Molecular Formular: C19H23NO6
• Molecular Mass: 361.38902
• Monoisotopic Mass: 361.15253746
• SMILES: c12oc(=O)c(c(c1ccc(c2C)O)C)CC(=O)N[C@H](C(=O)O)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)Cc1c(=O)oc2c(c1C)ccc(c2C)O)C
• InChI: InChI=1S/C19H23NO6/c1-5-9(2)16(18(23)24)20-15(22)8-13-10(3)12-6-7-14(21)11(4)17(12)26-19(13)25/h6-7,9,16,21H,5,8H2,1-4H3,(H,20,22)(H,23,24)/t9-,16+/m1/s1
• InChIKey: PYBJBBDDKVNUQD-ABKXIKBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-[2-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)acetamido]-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3R)-2-[2-(7-hydroxy-4,8-dimethyl-2-oxochromen-3-yl)acetamido]-3-methylpentanoic acid

Database IDs

• PubChem SID: 164256896
• PubChem CID: 6353788

CALCULATED PROPERTIES

• Acid pKa: 3.5456686
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.6594741
• LogD (pH = 7.4): -0.8149746
• Log P: 2.6080325
• Molar Refractivity: 94.3702 cm^3
• Polarizability: 36.428265 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds