(2R)-2-(2-{[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}acetamido)-3-(1H-imidazol-5-yl)propanoic acid

• ChemBase ID: 184988
• Molecular Formular: C25H21N3O9
• Molecular Mass: 507.44894
• Monoisotopic Mass: 507.12777927
• SMILES: c1(=O)c2c(occ1c1cc3c(OCCO3)cc1)cc(cc2O)OCC(=O)N[C@@H](C(=O)O)Cc1[nH]cnc1
• Canonical SMILES: O=C(N[C@@H](C(=O)O)Cc1cnc[nH]1)COc1cc(O)c2c(c1)occ(c2=O)c1ccc2c(c1)OCCO2
• InChI: InChI=1S/C25H21N3O9/c29-18-7-15(36-11-22(30)28-17(25(32)33)6-14-9-26-12-27-14)8-21-23(18)24(31)16(10-37-21)13-1-2-19-20(5-13)35-4-3-34-19/h1-2,5,7-10,12,17,29H,3-4,6,11H2,(H,26,27)(H,28,30)(H,32,33)/t17-/m1/s1
• InChIKey: FULCZRFRCOZVKU-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-{[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-hydroxy-4-oxo-4H-chromen-7-yl]oxy}acetamido)-3-(1H-imidazol-5-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-(2-{[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-hydroxy-4-oxochromen-7-yl]oxy}acetamido)-3-(3H-imidazol-4-yl)propanoic acid

Database IDs

• PubChem SID: 164240898
• PubChem CID: 16396148

CALCULATED PROPERTIES

• Acid pKa: 2.7978418
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 0.36718246
• LogD (pH = 7.4): -0.374513
• Log P: 0.38479644
• Molar Refractivity: 126.0854 cm^3
• Polarizability: 48.376266 Å^3
• Polar Surface Area: 169.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds