CHEBI:87589 - SIS3 free base

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ChEBI Name SIS3 free base
ChEBI ID CHEBI:87589
Definition An enamide resulting from the formal condensation of the amino group of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline with the carboxy group of (2E)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acrylic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H27N3O3
Net Charge 0
Average Mass 453.53230
Monoisotopic Mass 453.20524
InChI InChI=1S/C28H27N3O3/c1-30-27(19-8-5-4-6-9-19)22(23-10-7-14-29-28(23)30)11-12-26(32)31-15-13-20-16-24(33-2)25(34-3)17-21(20)18-31/h4-12,14,16-17H,13,15,18H2,1-3H3/b12-11+
InChIKey IJYPHMXWKKKHGT-VAWYXSNFSA-N
SMILES COc1cc2CCN(Cc2cc1OC)C(=O)\C=C\c1c(-c2ccccc2)n(C)c2ncccc12
Roles Classification
Biological Role(s): Smad3 inhibitor
An inhibitor of the SMAD3 protein.
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ChEBI Ontology
Outgoing SIS3 free base (CHEBI:87589) has role Smad3 inhibitor (CHEBI:87588)
SIS3 free base (CHEBI:87589) is a aromatic ether (CHEBI:35618)
SIS3 free base (CHEBI:87589) is a enamide (CHEBI:51751)
SIS3 free base (CHEBI:87589) is a isoquinolines (CHEBI:24922)
SIS3 free base (CHEBI:87589) is a monocarboxylic acid amide (CHEBI:29347)
SIS3 free base (CHEBI:87589) is a pyrrolopyridine (CHEBI:46771)
SIS3 free base (CHEBI:87589) is a tertiary carboxamide (CHEBI:140326)
SIS3 free base (CHEBI:87589) is conjugate base of SIS3 free base(1+) (CHEBI:87591)
Incoming SIS3 free base(1+) (CHEBI:87591) is conjugate acid of SIS3 free base (CHEBI:87589)
IUPAC Name
(2E)-1-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)prop-2-en-1-one
Registry Numbers Types Sources
1009104-85-1 CAS Registry Number ChEBI
10305570 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16288083 PubMed citation Europe PMC
Last Modified
07 March 2018