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

• ChemBase ID: 155698
• Molecular Formular: C27H27N5O2
• Molecular Mass: 453.53558
• Monoisotopic Mass: 453.21647513
• SMILES: c1ccc2c(c1)c(c[nH]2)C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)CCCN1CCNCC1
• Canonical SMILES: O=C1NC(=O)C(=C1c1cn(c2c1cccc2)CCCN1CCNCC1)c1c[nH]c2c1cccc2
• InChI: InChI=1S/C27H27N5O2/c33-26-24(20-16-29-22-8-3-1-6-18(20)22)25(27(34)30-26)21-17-32(23-9-4-2-7-19(21)23)13-5-12-31-14-10-28-11-15-31/h1-4,6-9,16-17,28-29H,5,10-15H2,(H,30,33,34)
• InChIKey: VKLVUAHQOFDKLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 137592-47-3
• MDL Number: MFCD01076634
• PubChem SID: 162249836
• PubChem CID: 2402

CALCULATED PROPERTIES

• Acid pKa: 9.931198
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.7855218
• LogD (pH = 7.4): 0.5532949
• Log P: 2.0802748
• Molar Refractivity: 132.9652 cm^3
• Polarizability: 53.34084 Å^3
• Polar Surface Area: 82.16 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Apperance: solid

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: 96% (TLC)
• Empirical Formula (Hill Notation): C27H27N5O2

DETAILS

Sigma Aldrich - B3681

Biochem/physiol Actions
Selective inhibitor of protein kinase C.
Caution
Protect from light