(2S,3R)-2-[3-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)propanamido]-3-methylpentanoic acid

• ChemBase ID: 199384
• Molecular Formular: C19H23NO6
• Molecular Mass: 361.38902
• Monoisotopic Mass: 361.15253746
• SMILES: c1(c(=O)oc2c(c1C)ccc(c2)O)CCC(=O)N[C@H](C(=O)O)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@@H](C(=O)O)NC(=O)CCc1c(=O)oc2c(c1C)ccc(c2)O)C
• InChI: InChI=1S/C19H23NO6/c1-4-10(2)17(18(23)24)20-16(22)8-7-14-11(3)13-6-5-12(21)9-15(13)26-19(14)25/h5-6,9-10,17,21H,4,7-8H2,1-3H3,(H,20,22)(H,23,24)/t10-,17+/m1/s1
• InChIKey: STNXFILTVQCXMN-QGHHPUGFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164255294
• PubChem CID: 6351337

CALCULATED PROPERTIES

• Acid pKa: 3.6475525
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.68741494
• LogD (pH = 7.4): -0.9380444
• Log P: 2.5391798
• Molar Refractivity: 93.93 cm^3
• Polarizability: 36.50039 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds