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

• ChemBase ID: 215346
• Molecular Formular: C27H30N2O7
• Molecular Mass: 494.5363
• Monoisotopic Mass: 494.20530131
• SMILES: c1(c(=O)oc2c(c1C)ccc(c2)O)CC(=O)N[C@@H](C(=O)N[C@@H](C(=O)O)Cc1ccccc1)[C@@H](CC)C
• Canonical SMILES: CC[C@H]([C@H](C(=O)N[C@@H](C(=O)O)Cc1ccccc1)NC(=O)Cc1c(=O)oc2c(c1C)ccc(c2)O)C
• InChI: InChI=1S/C27H30N2O7/c1-4-15(2)24(25(32)28-21(26(33)34)12-17-8-6-5-7-9-17)29-23(31)14-20-16(3)19-11-10-18(30)13-22(19)36-27(20)35/h5-11,13,15,21,24,30H,4,12,14H2,1-3H3,(H,28,32)(H,29,31)(H,33,34)/t15-,21-,24-/m1/s1
• InChIKey: WJXNTKOPTVEGNG-YFMCZXFPSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164271256
• PubChem CID: 16405949

CALCULATED PROPERTIES

• Acid pKa: 4.004245
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 1.7067543
• LogD (pH = 7.4): -0.09624829
• Log P: 3.2144186
• Molar Refractivity: 131.2454 cm^3
• Polarizability: 50.96883 Å^3
• Polar Surface Area: 142.03 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds