3-{8-[(dimethylamino)methyl]-6H,7H,8H,9H-pyrido[1,2-a]indol-3-yl}-4-(1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione hydrochloride

• ChemBase ID: 106019
• Molecular Formular: C28H29ClN4O2
• Molecular Mass: 489.00846
• Monoisotopic Mass: 488.19790387
• SMILES: Cl.CN(C)CC1CCn2c(C1)cc1c2cc(cc1)C1=C(C(=O)NC1=O)c1cn(C)c2c1cccc2
• Canonical SMILES: CN(CC1CCn2c(C1)cc1c2cc(cc1)C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)C)C.Cl
• InChI: InChI=1S/C28H28N4O2.ClH/c1-30(2)15-17-10-11-32-20(12-17)13-18-8-9-19(14-24(18)32)25-26(28(34)29-27(25)33)22-16-31(3)23-7-5-4-6-21(22)23;/h4-9,13-14,16-17H,10-12,15H2,1-3H3,(H,29,33,34);1H
• InChIKey: WMVQGKBSNAIMHI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{8-[(dimethylamino)methyl]-6H,7H,8H,9H-pyrido[1,2-a]indol-3-yl}-4-(1-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione hydrochloride
• IUPAC Traditional name: 3-{8-[(dimethylamino)methyl]-6H,7H,8H,9H-pyrido[1,2-a]indol-3-yl}-4-(1-methylindol-3-yl)-1H-pyrrole-2,5-dione hydrochloride
• Synonyms: 2-(8-[(Dimethylamino)methyl]-6,7,8,9-tetrahydropyridol[1,2-a ]indol-3-yl)-3-(1-methylindol-3-yl)maleimide; Ro 32-0432 HYDROCHLORIDE; 3-(8-[(Dimethylamino)methyl]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)-4-(1-methylindol-3-yl)maleimide hydrochloride; 3-[8-[(Dimethylamino)methyl]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione monohydrochloride; Bisindoylmaleimide XI; Ro 31-0432; Ro 32-0432; Bisindolylmaleimide XI hydrochloride

Database IDs

• CAS Number: 145333-02-4
• MDL Number: MFCD01319127
• PubChem SID: 162093880
• PubChem CID: 5311362

CALCULATED PROPERTIES

• Acid pKa: 9.507994
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.22261591
• LogD (pH = 7.4): 1.1890354
• Log P: 2.9555104
• Molar Refractivity: 134.8922 cm^3
• Polarizability: 53.49741 Å^3
• Polar Surface Area: 59.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; DMSO: soluble5 mg/mL; H2O: insoluble
• Apperance: orange solid; solid

Safety Information

• Storage Condition: 2-8°C; protect from light
• 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: ≥98%; ≥98% (TLC)
• Empirical Formula (Hill Notation): C28H28N4O2 · HCl

DETAILS

MP Biomedicals - 02195927

Hydrochloride
Purity: >98%
Selective, cell-permeable PKC inhibitor. Also, blocks T-cell driven chronic inflammatory responses.

Sigma Aldrich - R137

Biochem/physiol Actions
GRK-5 (G protein-coupled receptor kinase) inhibitor; less potent inhibitor of GRK-2 or GRK-3; protein kinase C (PKC) inhibitor; membrane-derived PKC inhibitor.
Caution
Photosensitive

Sigma Aldrich - B4056

Biochem/physiol Actions
Selective inhibitor of protein kinase C.