3-[1-(3-aminopropyl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione; acetic acid

• ChemBase ID: 153623
• Molecular Formular: C26H26N4O4
• Molecular Mass: 458.50904
• Monoisotopic Mass: 458.19540533
• SMILES: CC(=O)O.Cn1cc(c2c1cccc2)C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)CCCN
• Canonical SMILES: CC(=O)O.NCCCn1cc(c2c1cccc2)C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)C
• InChI: InChI=1S/C24H22N4O2.C2H4O2/c1-27-13-17(15-7-2-4-9-19(15)27)21-22(24(30)26-23(21)29)18-14-28(12-6-11-25)20-10-5-3-8-16(18)20;1-2(3)4/h2-5,7-10,13-14H,6,11-12,25H2,1H3,(H,26,29,30);1H3,(H,3,4)
• InChIKey: VEOXVBTXROWDAH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[1-(3-aminopropyl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione; acetic acid
• IUPAC Traditional name: 3-[1-(3-aminopropyl)indol-3-yl]-4-(1-methylindol-3-yl)-1H-pyrrole-2,5-dione; acetic acid
• Synonyms: Ro 31-7549 acetate; Bisindolylmaleimide VIII acetate salt

Database IDs

• CAS Number: 138516-31-1
• MDL Number: MFCD00909467
• PubChem SID: 162247762
• PubChem CID: 9868770

CALCULATED PROPERTIES

• LogD (pH = 7.4): -0.047081724
• Log P: 1.6893204
• Molar Refractivity: 117.0372 cm^3
• Polarizability: 46.937805 Å^3
• Polar Surface Area: 82.05 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 9.613818
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.41742817

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; H2O: soluble; methanol: 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

• Purity: ≥93% (H-NMR)
• Empirical Formula (Hill Notation): C24H22N4O2 · C2H4O2

DETAILS

Sigma Aldrich - B3806

Caution
Photosensitive
Biochem/physiol Actions
Bisindolylmaleimide VIII acetate is a selective inhibitor of protein kinase C (PKC). Bisindolylmaleimide VIII acetate enhances Fas- and TRAIL-mediated apoptosis and inhibits T cell-mediated autoimmune diseases.