6-[(3-chloro-2-fluorophenyl)(2H2)methyl]-2-[(2-2H)dihydrogen-1-yl]-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-7-(2H3)methoxy-4-oxo-1,4-dihydro(5-2H)quinoline-3-carboxylic acid

• ChemBase ID: 167973
• Molecular Formular: C23H23ClFNO5
• Molecular Mass: 447.8838232
• Monoisotopic Mass: 447.12487874
• SMILES: c1c(c(c(cc1)Cc1cc2c(cc1OC)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(OC)c(c2)Cc1cccc(c1F)Cl)C(C)C
• InChI: InChI=1S/C23H23ClFNO5/c1-12(2)19(11-27)26-10-16(23(29)30)22(28)15-8-14(20(31-3)9-18(15)26)7-13-5-4-6-17(24)21(13)25/h4-6,8-10,12,19,27H,7,11H2,1-3H3,(H,29,30)/t19-/m1/s1
• InChIKey: JUZYLCPPVHEVSV-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(3-chloro-2-fluorophenyl)(^2H₂)methyl]-2-[(2-^2H)dihydrogen-1-yl]-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-7-(^2H₃)methoxy-4-oxo-1,4-dihydro(5-^2H)quinoline-3-carboxylic acid
• IUPAC Traditional name: 6-[(3-chloro-2-fluorophenyl)(^2H₂)methyl]-2-[(2-^2H)dihydrogen-1-yl]-1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-7-(^2H₃)methoxy-4-oxo(5-^2H)quinoline-3-carboxylic acid
• Synonyms: 6-[(3-Chloro-2-fluorophenyl)methyl]-1,4-dihydro-1-[(1S)-1-hydroxymethyl-2-methylpropyl]-7-methoxy-4-oxo-3-quinolinecarboxylic Acid-d5; GS 9137-d5; JTK 303-d5; Elvitegravir-d6 (Major)

Database IDs

• CAS Number: 1131640-69-1

CALCULATED PROPERTIES

• Acid pKa: 6.0299187
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.555651
• LogD (pH = 7.4): 3.2827213
• Log P: 4.667943
• Molar Refractivity: 116.2561 cm^3
• Polar Surface Area: 87.07 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 92-96°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E509002

A novel labelled inhibitor of human immunodeficiency virus type 1 integrase.

REFERENCES

• Chou, T., et al.: Eur. J. Biochem., 115, 207 (1981)
• Baba, M., et al.: Antimicrob. Agents Chemother., 31, 1613 (1981)
• Craigie, R., et al.: J. Biol. Chem., 276, 23213 (1981)
• Chen, X., et al.: J. Mol. Biol., 380, 504 (1981)