2-{5-[(2,3-dibromo-5-ethoxy-4-hydroxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid

• ChemBase ID: 154879
• Molecular Formular: C14H11Br2NO6S
• Molecular Mass: 481.11324
• Monoisotopic Mass: 478.86738208
• SMILES: CCOc1cc(c(c(c1O)Br)Br)/C=C\1/C(=O)N(C(=O)S1)CC(=O)O
• Canonical SMILES: CCOc1cc(/C=C/2\SC(=O)N(C2=O)CC(=O)O)c(c(c1O)Br)Br
• InChI: InChI=1S/C14H11Br2NO6S/c1-2-23-7-3-6(10(15)11(16)12(7)20)4-8-13(21)17(5-9(18)19)14(22)24-8/h3-4,20H,2,5H2,1H3,(H,18,19)
• InChIKey: RQVNNDCPVAODES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5-[(2,3-dibromo-5-ethoxy-4-hydroxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid
• IUPAC Traditional name: {5-[(2,3-dibromo-5-ethoxy-4-hydroxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl}acetic acid
• Synonyms: 5-[(2,3-Dibromo-5-ethoxy-4-hydroxyphenyl)methylene]-4-oxo-2-thioxo-3-thiazolidineacetic acid; RU7

Database IDs

• CAS Number: 355400-87-2
• PubChem SID: 162249017
• PubChem CID: 71312016

CALCULATED PROPERTIES

• Acid pKa: 1.9921343
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.23476665
• LogD (pH = 7.4): -0.664073
• Log P: 2.984695
• Molar Refractivity: 95.6406 cm^3
• Polarizability: 36.53551 Å^3
• Polar Surface Area: 104.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: yellow powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H11Br2NO5S2

DETAILS

Sigma Aldrich - R1408

Biochem/physiol Actions
RU7 is a selective inhibitor of bacterial β-clamp interaction with DNA polymerase POL III, and an inhibitor of a DNA polymerase sliding clamp. Sliding clamps are proteins which function with diverse DNA polymerases, repair factors, and cell cycle-control proteins. RU7 binds to the peptide-binding pocket of the β-clamp and selectively inhibits Pol III, compared with Pol II and Pol IV.