(2S)-2-({5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinolin-7-yl}formamido)-3-methylpentanoic acid

• ChemBase ID: 122072
• Molecular Formular: C19H22N2O6
• Molecular Mass: 374.38778
• Monoisotopic Mass: 374.14778643
• SMILES: c1(c(=O)c2c(n(c1)CC)cc1c(c2)OCO1)C(=O)N[C@H](C(=O)O)C(CC)C
• Canonical SMILES: CCC([C@@H](C(=O)O)NC(=O)c1cn(CC)c2c(c1=O)cc1c(c2)OCO1)C
• InChI: InChI=1S/C19H22N2O6/c1-4-10(3)16(19(24)25)20-18(23)12-8-21(5-2)13-7-15-14(26-9-27-15)6-11(13)17(12)22/h6-8,10,16H,4-5,9H2,1-3H3,(H,20,23)(H,24,25)/t10?,16-/m0/s1
• InChIKey: XYQCSTPSQQNGIA-CSPPYYTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinolin-7-yl}formamido)-3-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-({5-ethyl-8-oxo-2H-[1,3]dioxolo[4,5-g]quinolin-7-yl}formamido)-3-methylpentanoic acid
• Synonyms: (2S,3R)-2-(5-ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxamido)-3-methylpentanoic acid

Database IDs

• PubChem SID: 162216425
• PubChem CID: 16394772

CALCULATED PROPERTIES

• Acid pKa: 3.4200792
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.08013984
• LogD (pH = 7.4): -1.2491128
• Log P: 2.1486917
• Molar Refractivity: 96.7373 cm^3
• Polarizability: 36.92629 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds