2-{[(2-carboxyphenyl)formohydrazido]carbonyl}benzoic acid

• ChemBase ID: 162234
• Molecular Formular: C16H12N2O6
• Molecular Mass: 328.27628
• Monoisotopic Mass: 328.06953611
• SMILES: c1(C(=O)NNC(=O)c2c(cccc2)C(=O)O)c(cccc1)C(=O)O
• Canonical SMILES: O=C(c1ccccc1C(=O)O)NNC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C16H12N2O6/c19-13(9-5-1-3-7-11(9)15(21)22)17-18-14(20)10-6-2-4-8-12(10)16(23)24/h1-8H,(H,17,19)(H,18,20)(H,21,22)(H,23,24)
• InChIKey: HEKGZWWZBBQCOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2-carboxyphenyl)formohydrazido]carbonyl}benzoic acid
• IUPAC Traditional name: 2-{[(2-carboxyphenyl)formohydrazido]carbonyl}benzoic acid
• Synonyms: 1-[2-(2-Carboxybenzoyl)hydrazide]-1,2-benzenedicarboxylic Acid; Mono[2-(2-carboxybenzoyl)hydrazide]-1,2-benzenedicarboxylic Acid; 1,2-Bis(o-carboxybenzoyl)hydrazine

Database IDs

• CAS Number: 4404-90-4
• PubChem SID: 162256369
• PubChem CID: 291803

CALCULATED PROPERTIES

• Acid pKa: 3.3243794
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.3379025
• LogD (pH = 7.4): -5.264229
• Log P: 1.403777
• Molar Refractivity: 83.1852 cm^3
• Polarizability: 30.403513 Å^3
• Polar Surface Area: 132.8 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B416800

Salicylhydrazine inhibitor HIV1 integrase.

REFERENCES

• Engelman, A., et al.: J. Virol., 69, 5909 (1995)
• Borkow, G., et al.: Biochemistry, 36, 3179 (1995)
• Hong, H., et al.: J. Med. Chem., 40, 930 (1995)