6-[(3-chloro-2-fluorophenyl)methyl]-7-fluoro-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 166352
• Molecular Formular: C22H20ClF2NO4
• Molecular Mass: 435.8483064
• Monoisotopic Mass: 435.10489225
• SMILES: c1c(c(c(cc1)Cc1cc2c(cc1F)n(cc(c2=O)C(=O)O)[C@@H](C(C)C)CO)F)Cl
• Canonical SMILES: OC[C@@H](n1cc(C(=O)O)c(=O)c2c1cc(F)c(c2)Cc1cccc(c1F)Cl)C(C)C
• InChI: InChI=1S/C22H20ClF2NO4/c1-11(2)19(10-27)26-9-15(22(29)30)21(28)14-7-13(17(24)8-18(14)26)6-12-4-3-5-16(23)20(12)25/h3-5,7-9,11,19,27H,6,10H2,1-2H3,(H,29,30)/t19-/m1/s1
• InChIKey: KIMVXGKCDWQKOQ-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(3-chloro-2-fluorophenyl)methyl]-7-fluoro-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 6-[(3-chloro-2-fluorophenyl)methyl]-7-fluoro-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-4-oxoquinoline-3-carboxylic acid
• Synonyms: 6-(3-Chloro-2-fluorobenzyl)-7-fluoro-1-[(S)-1-hydroxymethyl-2-methylpropyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid; 6-[(3-Chloro-2-fluorophenyl)methyl]-7-fluoro-1,4-dihydro-1-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-4-oxo-3-quinolinecarboxylic Acid; 7-Desmethoxy-7-fluoro Elvitegravir

Database IDs

• CAS Number: 869893-92-5
• PubChem SID: 162260485
• PubChem CID: 58801711

CALCULATED PROPERTIES

• Acid pKa: 6.1720405
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.8845563
• LogD (pH = 7.4): 3.717558
• Log P: 4.968316
• Molar Refractivity: 110.0093 cm^3
• Polarizability: 40.97974 Å^3
• Polar Surface Area: 77.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - D290410

Elvitegravir (E509000) derivative.