3-(1H-indol-3-yl)-4-{1-[2-(piperidin-2-yl)ethyl]-1H-indol-3-yl}-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 153616
• Molecular Formular: C27H26N4O2
• Molecular Mass: 438.52094
• Monoisotopic Mass: 438.20557609
• SMILES: c1ccc2c(c1)c(c[nH]2)C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)CCC1CCCCN1
• Canonical SMILES: O=C1NC(=O)C(=C1c1cn(c2c1cccc2)CCC1CCCCN1)c1c[nH]c2c1cccc2
• InChI: InChI=1S/C27H26N4O2/c32-26-24(20-15-29-22-10-3-1-8-18(20)22)25(27(33)30-26)21-16-31(23-11-4-2-9-19(21)23)14-12-17-7-5-6-13-28-17/h1-4,8-11,15-17,28-29H,5-7,12-14H2,(H,30,32,33)
• InChIKey: FZUIMWOIRBMAOH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1H-indol-3-yl)-4-{1-[2-(piperidin-2-yl)ethyl]-1H-indol-3-yl}-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 3-(1H-indol-3-yl)-4-{1-[2-(piperidin-2-yl)ethyl]indol-3-yl}-1H-pyrrole-2,5-dione
• Synonyms: Bisindolylmaleimide VI

Database IDs

• MDL Number: MFCD01076635
• PubChem SID: 162247755
• PubChem CID: 2401

CALCULATED PROPERTIES

• Acid pKa: 9.634861
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.49441814
• LogD (pH = 7.4): 0.9173677
• Log P: 2.7233162
• Molar Refractivity: 128.7273 cm^3
• Polarizability: 51.821014 Å^3
• Polar Surface Area: 78.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Apperance: solid

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: >96% (Mixture of two isomers, TLC)
• Empirical Formula (Hill Notation): C27H26N4O2

DETAILS

Sigma Aldrich - B3556

Biochem/physiol Actions
Selective inhibitor of protein kinase C.