3-[(3,5-dibromo-4-hydroxyphenyl)methylidene]-5-iodo-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 155767
• Molecular Formular: C15H8Br2INO2
• Molecular Mass: 520.94199
• Monoisotopic Mass: 518.7966505
• SMILES: c1cc2c(cc1I)/C(=C\c1cc(c(c(c1)Br)O)Br)/C(=O)N2
• Canonical SMILES: Ic1ccc2c(c1)/C(=C\c1cc(Br)c(c(c1)Br)O)/C(=O)N2
• InChI: InChI=1S/C15H8Br2INO2/c16-11-4-7(5-12(17)14(11)20)3-10-9-6-8(18)1-2-13(9)19-15(10)21/h1-6,20H,(H,19,21)
• InChIKey: LMXYVLFTZRPNRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(3,5-dibromo-4-hydroxyphenyl)methylidene]-5-iodo-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 3-[(3,5-dibromo-4-hydroxyphenyl)methylidene]-5-iodo-1H-indol-2-one
• Synonyms: 3-(3,5-Dibromo-4-hydroxybenzyliden)-5-iodo-1,3-dihydroindol-2-one; GW5074

Database IDs

• CAS Number: 220904-83-6
• MDL Number: MFCD03453076
• PubChem SID: 24278455; 162249905
• PubChem CID: 5353919

CALCULATED PROPERTIES

• Acid pKa: 6.6470394
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.398454
• LogD (pH = 7.4): 4.6232853
• Log P: 5.4281144
• Molar Refractivity: 100.3203 cm^3
• Polarizability: 37.555027 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble5 mg/mL, clear
• Apperance: yellow to orange-brown powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... RAF1(5894)

Product Information

• Empirical Formula (Hill Notation): C15H8Br2INO2

DETAILS

Sigma Aldrich - G6416

Biochem/physiol Actions
cRaf1 kinase inhibitor, immediately downstream of Ras in the MAPK signaling pathway.
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline