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

• ChemBase ID: 198764
• Molecular Formular: C18H21NO6
• Molecular Mass: 347.36244
• Monoisotopic Mass: 347.1368874
• SMILES: c1(c(=O)oc2c(c1C)ccc(c2)O)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(c2)O)C
• InChI: InChI=1S/C18H21NO6/c1-4-9(2)16(17(22)23)19-15(21)8-13-10(3)12-6-5-11(20)7-14(12)25-18(13)24/h5-7,9,16,20H,4,8H2,1-3H3,(H,19,21)(H,22,23)/t9-,16+/m1/s1
• InChIKey: KTENWUOGPYYYTE-ABKXIKBNSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164254674
• PubChem CID: 5417125

CALCULATED PROPERTIES

• Acid pKa: 3.517566
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.11752224
• LogD (pH = 7.4): -1.4295224
• Log P: 2.0946112
• Molar Refractivity: 89.329 cm^3
• Polarizability: 34.669777 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