CHEBI:90531 - sotrastaurin

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ChEBI Name sotrastaurin
ChEBI ID CHEBI:90531
Definition A member of the class of maleimides that is maleimide which is substituted at position 3 by an indol-3-yl group and at position 4 by a quinazolin-4-yl group, which in turn is substituted at position 2 by a 4-methylpiperazin-1-yl group. It is a potent and selective inhibitor of protein kinase C and has been investigated as an immunosuppresant in renal transplant patients.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Matthias Ziehm
Supplier Information
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Formula C25H22N6O2
Net Charge 0
Average Mass 438.482
Monoisotopic Mass 438.18042
InChI InChI=1S/C25H22N6O2/c1-30-10-12-31(13-11-30)25-27-19-9-5-3-7-16(19)22(28-25)21-20(23(32)29-24(21)33)17-14-26-18-8-4-2-6-15(17)18/h2-9,14,26H,10-13H2,1H3,(H,29,32,33)
InChIKey OAVGBZOFDPFGPJ-UHFFFAOYSA-N
SMILES C1(=C(C2=CNC3=C2C=CC=C3)C(=O)NC1=O)C4=NC(N5CCN(CC5)C)=NC6=C4C=CC=C6
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): anticoronaviral agent
Any antiviral agent which inhibits the activity of coronaviruses.
EC 2.7.11.13 (protein kinase C) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13).
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
Application(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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ChEBI Ontology
Outgoing sotrastaurin (CHEBI:90531) has role anticoronaviral agent (CHEBI:149553)
sotrastaurin (CHEBI:90531) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700)
sotrastaurin (CHEBI:90531) has role immunosuppressive agent (CHEBI:35705)
sotrastaurin (CHEBI:90531) is a N-alkylpiperazine (CHEBI:46845)
sotrastaurin (CHEBI:90531) is a N-arylpiperazine (CHEBI:46848)
sotrastaurin (CHEBI:90531) is a indoles (CHEBI:24828)
sotrastaurin (CHEBI:90531) is a maleimides (CHEBI:55417)
sotrastaurin (CHEBI:90531) is a quinazolines (CHEBI:38530)
IUPAC Name
3-(1H-indol-3-yl)-4-[2-(4-methylpiperazin-1-yl)quinazolin-4-yl]-1H-pyrrole-2,5-dione
INNs Sources
sotrastaurin WHO MedNet
sotrastaurina WHO MedNet
sotrastaurine WHO MedNet
sotrastaurinum WHO MedNet
Synonyms Sources
AEB 071 ChEBI
AEB-071 ChEBI
AEB071 ChemIDplus
Manual Xrefs Databases
D09671 KEGG DRUG
LSM-42761 LINCS
LW4 PDBeChem
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Registry Numbers Types Sources
13012870 Reaxys Registry Number Reaxys
425637-18-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19491325 PubMed citation Europe PMC
19827831 PubMed citation Europe PMC
20003043 PubMed citation Europe PMC
20683390 PubMed citation Europe PMC
21142580 PubMed citation Europe PMC
21157403 PubMed citation Europe PMC
21324920 PubMed citation Europe PMC
21564523 PubMed citation Europe PMC
21883905 PubMed citation Europe PMC
25634538 PubMed citation Europe PMC
25677074 PubMed citation Europe PMC
Last Modified
23 April 2020