4-bromo-3-(carboxymethoxy)-5-phenylthiophene-2-carboxylic acid

• ChemBase ID: 4783
• Molecular Formular: C13H9BrO5S
• Molecular Mass: 357.17656
• Monoisotopic Mass: 355.93540639
• SMILES: c1ccc(cc1)c1c(c(c(s1)C(=O)O)OCC(=O)O)Br
• Canonical SMILES: OC(=O)COc1c(sc(c1Br)c1ccccc1)C(=O)O
• InChI: InChI=1S/C13H9BrO5S/c14-9-10(19-6-8(15)16)12(13(17)18)20-11(9)7-4-2-1-3-5-7/h1-5H,6H2,(H,15,16)(H,17,18)
• InChIKey: MVDWLRCTJUXCCB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-3-(carboxymethoxy)-5-phenylthiophene-2-carboxylic acid
• IUPAC Traditional name: 4-bromo-3-(carboxymethoxy)-5-phenylthiophene-2-carboxylic acid
• Synonyms: 4-BROMO-3-(CARBOXYMETHOXY)-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 160968215; 99443601
• PubChem CID: 9547959

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0933447
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.16641513
• LogD (pH = 7.4): -3.0307348
• Log P: 3.2767062
• Molar Refractivity: 75.295 cm^3
• Polarizability: 30.135143 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.71
• LOG S: -4.77
• Solubility (Water): 6.06e-03 g/l

DETAILS

DrugBank - DB07130

Drug information: experimental