[(3-{3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indol-1-yl}propyl)sulfanyl]methanimidamide; methanesulfonic acid

• ChemBase ID: 155389
• Molecular Formular: C26H27N5O5S2
• Molecular Mass: 553.65308
• Monoisotopic Mass: 553.14536099
• SMILES: Cn1cc(c2c1cccc2)C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)CCCSC(=N)N.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.NC(=N)SCCCn1cc(c2c1cccc2)C1=C(C(=O)NC1=O)c1cn(c2c1cccc2)C
• InChI: InChI=1S/C25H23N5O2S.CH4O3S/c1-29-13-17(15-7-2-4-9-19(15)29)21-22(24(32)28-23(21)31)18-14-30(11-6-12-33-25(26)27)20-10-5-3-8-16(18)20;1-5(2,3)4/h2-5,7-10,13-14H,6,11-12H2,1H3,(H3,26,27)(H,28,31,32);1H3,(H,2,3,4)
• InChIKey: SAWVGDJBSPLRRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3-{3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indol-1-yl}propyl)sulfanyl]methanimidamide; methanesulfonic acid
• IUPAC Traditional name: (3-{3-[4-(1-methylindol-3-yl)-2,5-dioxo-1H-pyrrol-3-yl]indol-1-yl}propyl)sulfanylmethanimidamide; methanesulfonic acid
• Synonyms: Bisindolylmaleimide IX Mesylate; Ro 31-8220 Mesylate; 2-{1-[3-(Amidinothio)propyl]-1H-indol-3-yl}-3-(1-methylindol-3-yl)maleimide methanesulfonate salt; Bisindoylmaleimidine IX; Ro 31-8220 methanesulfonate salt

Database IDs

• CAS Number: 138489-18-6
• MDL Number: MFCD03788207
• PubChem SID: 162249527
• PubChem CID: 11628205

CALCULATED PROPERTIES

• Acid pKa: 9.657489
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.1290821
• LogD (pH = 7.4): 1.2185037
• Log P: 2.5490212
• Molar Refractivity: 142.1469 cm^3
• Polarizability: 52.164814 Å^3
• Polar Surface Area: 105.9 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble7.3 mg/mL
• Apperance: orange to red solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: PKC

Product Information

• Salt Data: Mesylate
• Linear Formula: C25H23N5O2S · CH3SO3H

DETAILS

Sigma Aldrich - R136

Biochem/physiol Actions
Inhibitor of GRK-5 (G protein-coupled receptor kinase); PKC (protein kinase C); MAPKAP kinase 1β and p70 S6 kinase.
Caution
Photosensitive