(2R)-1-{[5,7-bis(acetyloxy)-3-(4-fluorophenoxy)-4-oxo-4H-chromen-8-yl]methyl}pyrrolidine-2-carboxylic acid

• ChemBase ID: 180813
• Molecular Formular: C25H22FNO9
• Molecular Mass: 499.4418832
• Monoisotopic Mass: 499.12785951
• SMILES: c12c(c(c(cc2OC(=O)C)OC(=O)C)CN2[C@@H](C(=O)O)CCC2)occ(c1=O)Oc1ccc(F)cc1
• Canonical SMILES: CC(=O)Oc1cc(OC(=O)C)c(c2c1c(=O)c(co2)Oc1ccc(cc1)F)CN1CCC[C@@H]1C(=O)O
• InChI: InChI=1S/C25H22FNO9/c1-13(28)34-19-10-20(35-14(2)29)22-23(30)21(36-16-7-5-15(26)6-8-16)12-33-24(22)17(19)11-27-9-3-4-18(27)25(31)32/h5-8,10,12,18H,3-4,9,11H2,1-2H3,(H,31,32)/t18-/m1/s1
• InChIKey: ZYSKZUYOHVFAEE-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-{[5,7-bis(acetyloxy)-3-(4-fluorophenoxy)-4-oxo-4H-chromen-8-yl]methyl}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-1-{[5,7-bis(acetyloxy)-3-(4-fluorophenoxy)-4-oxochromen-8-yl]methyl}pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164236723
• PubChem CID: 16395055

CALCULATED PROPERTIES

• Acid pKa: 0.51196945
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.100101106
• LogD (pH = 7.4): -0.40774682
• Log P: -0.09332093
• Molar Refractivity: 121.9102 cm^3
• Polarizability: 46.959164 Å^3
• Polar Surface Area: 128.67 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds