Basic information
- CAS
125313-65-7- Standard SMILES
Cn1cc(C2=C(c3cn(CCCN)c4ccccc34)C(=O)NC2=O)c2ccccc21- InChIKey
UQHKJRCFSLMWIA-UHFFFAOYSA-N- Molecular formula
- C24H22N4O2
- Average molar mass
- 398.5 g/mol
- Monoisotopic mass
- 398.17427596
Overview
structure
Names & identifiers
- Preferred name
- Bisindolylmaleimide VIII
- IUPAC
- 3-[1-(3-aminopropyl)indol-3-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione
- English name
- RO-31-7549
- Molecular formula
- C24H22N4O2
- Molecular weight
- 398.46
Names & synonyms
bisindolylmaleimide viii125313-65-7Ro 31-7549Ro-31-7549Y6197FQK8I1H-Pyrrole-2,5-dione,3-[1-(3-aminopropyl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-DTXSID001547341H-Pyrrole-2,5-dione, 3-(1-(3-aminopropyl)-1H-indol-3-yl)-4-(1-methyl-1H-indol-3-yl)-1H-Pyrrole-2,5-dione,3-(1-(3-aminopropyl)-1H-indol-3-yl)-4-(1-methyl-1H-indol-3-yl)-DTXSID50432099Bis VIII1H-Pyrrole-2,5-dione, 3-[1-(3-aminopropyl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-
Show more names
RO 31-7549 ACETATE SALTBISINDOLYLMALEIMIDE VIII ACETATEBIDINDOLYLMALEIMIDE VIII, ACETETEBisindolylmaleimide VIII/Ro 31-7549Ro-31-7549, Monohydrate - CAS 125313-65-7 - Calbiochem2-[1-3(AMINOPROPYL)INDOL-3-YL]-3(1-METHYL-1H-INDOL-3-YL)MALEIMIDE, ACETATE
RefChem:569460DTXCID0077225DTXCID90382928138516-31-13-[1-(3-AMINOPROPYL)-1H-INDOL-3-YL]-4-(1-METHYL-1H-INDOL-3-YL)-1H-PYRROLE-2,5-DIONE3-[1-(3-aminopropyl)indol-3-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione3-(1-(3-Aminopropyl)-1H-indol-3-yl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dioneRo 31-7549 (acetate);Bis VIII (acetate)
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 82.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 735
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- storage temp.
- 20 °C · −20°C
- solubility
- DMSO: soluble
- form
- Red to reddish-orange solid
- color
- red to red-orange
- InChI
- 1S/C24H22N4O2/c1-27-13-17(15-7-2-4-9-19(15)27)21-22(24(30)26-23(21)29)18-14-28(12-6-11-25)20-10-5-3-8-16(18)20/h2-5,7-10,13-14H,6,11-12,25H2,1H3,(H,26,29,30)
- InChIKey
- UQHKJRCFSLMWIA-UHFFFAOYSA-N
- SMILES
- N1C(=O)C(=C(C1=O)c4c5c([n](c4)C)cccc5)c2c3c([n](c2)CCCN)cccc3
- FDA UNII
- 6197 FQK8I · Y6197FQK8I
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- WGK Germany
- 3 · 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
Applications
UsesIt is a potent inhibitor of protein kinase C (PKC) activity.
General DescriptionA cell permeable, reversible, selective protein kinase C (PKC) inhibitor (IC50 = 158 nM for rat brain PKC) that acts at the ATP binding site of PKC. Does not inhibit the tyrosine phosphorylation or the activation of phospholipase Cγ1. Exhibits some degree of PKC isozyme specificity (IC50 = 53 nM for PKCα, 195 nM for PKCβI, 163 nM for PKCβII, 213 nM for PKCγ, and 175 nM for PKCε). Inhibits carbachol-evoked noradrenaline release (IC50 = 600 nM).
Suppliers14 total
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
NANJING YINGWEN BIOTECHNOLOGY CO LTD+8613382787392 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Related reactions
2 records
Compound notes
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