4-bromo-3-(carboxymethoxy)-5-(4-hydroxyphenyl)thiophene-2-carboxylic acid

• ChemBase ID: 4849
• Molecular Formular: C13H9BrO6S
• Molecular Mass: 373.17596
• Monoisotopic Mass: 371.93032101
• SMILES: c1cc(ccc1c1c(c(c(s1)C(=O)O)OCC(=O)O)Br)O
• Canonical SMILES: OC(=O)COc1c(sc(c1Br)c1ccc(cc1)O)C(=O)O
• InChI: InChI=1S/C13H9BrO6S/c14-9-10(20-5-8(16)17)12(13(18)19)21-11(9)6-1-3-7(15)4-2-6/h1-4,15H,5H2,(H,16,17)(H,18,19)
• InChIKey: QZWUMLLRAVGBHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-3-(carboxymethoxy)-5-(4-hydroxyphenyl)thiophene-2-carboxylic acid
• IUPAC Traditional name: 4-bromo-3-(carboxymethoxy)-5-(4-hydroxyphenyl)thiophene-2-carboxylic acid
• Synonyms: 4-BROMO-3-(CARBOXYMETHOXY)-5-(4-HYDROXYPHENYL)THIOPHENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99443668; 160968281
• PubChem CID: 9547958

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9789667
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -0.9107014
• LogD (pH = 7.4): -3.615911
• Log P: 2.973141
• Molar Refractivity: 77.2759 cm^3
• Polarizability: 30.825232 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.85
• LOG S: -4.48
• Solubility (Water): 1.24e-02 g/l

DETAILS

DrugBank - DB07197

Drug information: experimental