3,4-bis(1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 66268
• Molecular Formular: C20H13N3O2
• Molecular Mass: 327.33612
• Monoisotopic Mass: 327.10077667
• SMILES: N1C(=O)C(=C(C1=O)c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2
• Canonical SMILES: O=C1NC(=O)C(=C1c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2
• InChI: InChI=1S/C20H13N3O2/c24-19-17(13-9-21-15-7-3-1-5-11(13)15)18(20(25)23-19)14-10-22-16-8-4-2-6-12(14)16/h1-10,21-22H,(H,23,24,25)
• InChIKey: DQYBRTASHMYDJG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-bis(1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 3,4-bis(1H-indol-3-yl)-1H-pyrrole-2,5-dione
• Synonyms: 3,4-Bis(3-indolyl)maleimide; Ro 31-6233; Bisindolylmaleimide IV

Database IDs

• CAS Number: 119139-23-0
• MDL Number: MFCD00236432
• PubChem SID: 24891709; 162032007
• PubChem CID: 2399

CALCULATED PROPERTIES

• Acid pKa: 9.711892
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 2.8977704
• LogD (pH = 7.4): 2.895708
• Log P: 2.8977966
• Molar Refractivity: 94.4286 cm^3
• Polarizability: 38.200768 Å^3
• Polar Surface Area: 77.75 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; methanol: soluble
• Apperance: dark red solid

Safety Information

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

Pharmacology Properties

• Gene Information: human ... CDK2(1017), EGFR(1956)rat ... Prkca(24680)

Product Information

• Purity: ≥98% (TLC); 95+%
• Empirical Formula (Hill Notation): C20H13N3O2

DETAILS

Sigma Aldrich - B3306

Biochem/physiol Actions
Inhibitor of protein kinase C.