5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid

• ChemBase ID: 1698
• Molecular Formular: C10H5Cl2NO3
• Molecular Mass: 258.0576
• Monoisotopic Mass: 256.96464839
• SMILES: OC(=O)c1nc2cc(Cl)cc(Cl)c2c(O)c1
• Canonical SMILES: Clc1cc(Cl)c2c(c1)nc(cc2O)C(=O)O
• InChI: InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
• InChIKey: BGKFPRIGXAVYNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dichloro-4-hydroxyquinoline-2-carboxylic acid
• IUPAC Traditional name: C10H5cl2NO3
• Synonyms: Dcka, 5,7-Dichlorokynurenic Acid

Database IDs

• PubChem SID: 160965155; 46504992
• PubChem CID: 1779

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8180838
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1191936
• LogD (pH = 7.4): -0.28538114
• Log P: 3.0788577
• Molar Refractivity: 58.454 cm^3
• Polarizability: 23.725962 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.63
• LOG S: -3.22
• Solubility (Water): 1.56e-01 g/l

DETAILS

DrugBank - DB01931

Drug information: experimental