3',6'-dihydroxy-N-(3-{3-[4-(1-methyl-1H-indol-2-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indol-1-yl}propyl)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxamide

• ChemBase ID: 155622
• Molecular Formular: C45H32N4O8
• Molecular Mass: 756.75758
• Monoisotopic Mass: 756.222014
• SMILES: Cn1c2ccccc2cc1C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)CCCNC(=O)c1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• Canonical SMILES: Oc1ccc2c(c1)Oc1c(C32OC(=O)c2c3ccc(c2)C(=O)NCCCn2cc(c3c2cccc3)C2=C(C(=O)NC2=O)c2cc3c(n2C)cccc3)ccc(c1)O
• InChI: InChI=1S/C45H32N4O8/c1-48-34-9-4-2-7-24(34)20-36(48)40-39(42(53)47-43(40)54)30-23-49(35-10-5-3-8-28(30)35)18-6-17-46-41(52)25-11-14-31-29(19-25)44(55)57-45(31)32-15-12-26(50)21-37(32)56-38-22-27(51)13-16-33(38)45/h2-5,7-16,19-23,50-51H,6,17-18H2,1H3,(H,46,52)(H,47,53,54)
• InChIKey: WZJAWTNAOLZZOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3',6'-dihydroxy-N-(3-{3-[4-(1-methyl-1H-indol-2-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indol-1-yl}propyl)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxamide
• IUPAC Traditional name: 3',6'-dihydroxy-N-(3-{3-[4-(1-methylindol-2-yl)-2,5-dioxo-1H-pyrrol-3-yl]indol-1-yl}propyl)-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxamide
• Synonyms: N-[3-(3-[2,5-Dihydro-4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-1H-pyrrol-3-yl]-1H-indol-1-yl)propyl]-3′,6′-dihydroxy-3-oxospiro[isobenzofuran-1[3H],9′-[9H]xanthene]-5-carboxamide; FIM-1

Database IDs

• CAS Number: 220518-50-3
• MDL Number: MFCD03453075
• PubChem SID: 162249760
• PubChem CID: 71312175

CALCULATED PROPERTIES

• Acid pKa: 8.67338
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 6.107954
• LogD (pH = 7.4): 6.0855107
• Log P: 6.108244
• Molar Refractivity: 212.1911 cm^3
• Polarizability: 81.91739 Å^3
• Polar Surface Area: 161.12 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO or DMF: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Shipped in: dry ice
• Empirical Formula (Hill Notation): C45H31N4O8

DETAILS

Sigma Aldrich - F9926

Biochem/physiol Actions
A fluorescent conjugate of bisindolylmaleimide that specifically binds phosphokinase C at the active site. Can monitor enzyme activation and translocation. This reagent is not membrane permeable. The diacetate form (Sigma No. F9801) is membrane permeable.