ethyl 6-bromo-7-fluoro-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylate

• ChemBase ID: 162838
• Molecular Formular: C17H19BrFNO4
• Molecular Mass: 400.2394632
• Monoisotopic Mass: 399.04814831
• SMILES: Brc1cc2c(cc1F)n(cc(c2=O)C(=O)OCC)[C@@H](C(C)C)CO
• Canonical SMILES: CCOC(=O)c1cn([C@@H](C(C)C)CO)c2c(c1=O)cc(c(c2)F)Br
• InChI: InChI=1S/C17H19BrFNO4/c1-4-24-17(23)11-7-20(15(8-21)9(2)3)14-6-13(19)12(18)5-10(14)16(11)22/h5-7,9,15,21H,4,8H2,1-3H3/t15-/m1/s1
• InChIKey: WEVZXJJVJXHULG-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 6-bromo-7-fluoro-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylate
• IUPAC Traditional name: ethyl 6-bromo-7-fluoro-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-4-oxoquinoline-3-carboxylate
• Synonyms: 6-Bromo-1,4-dihydro-7-fluoro-1-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester

Database IDs

• CAS Number: 934161-50-9
• PubChem SID: 162256973
• PubChem CID: 57982721

CALCULATED PROPERTIES

• Acid pKa: 15.339743
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.6345634
• LogD (pH = 7.4): 3.6345637
• Log P: 3.6345637
• Molar Refractivity: 92.3914 cm^3
• Polarizability: 34.834003 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - B683830

Used in the preparation of anti-HIV compounds.