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CHEBI:47495 - N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide

Default Structure
ChEBI IDCHEBI:47495
ChEBI NameN-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide
Stars
ASCII NameN-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide
DefinitionA member of the class of isoquinolines that is the sulfonamide obtained by formal condensation of the sulfo group of isoquinoline-5-sulfonic acid with the primary amino group of N1-[3-(4-bromophenyl)prop-2-en-1-yl]ethane-1,2-diamine. It is a protein kinase A inhibitor.
Last Modified10 May 2022
DownloadsMolfile
FormulaC20H20BrN3O2S
Net Charge0
Average Mass446.370
Monoisotopic Mass445.04596
SMILES[H]C(CNCCNS(=O)(=O)c1cccc2cnccc12)=C([H])c1ccc(Br)cc1
InChIInChI=1S/C20H20BrN3O2S/c21-18-8-6-16(7-9-18)3-2-11-22-13-14-24-27(25,26)20-5-1-4-17-15-23-12-10-19(17)20/h1-10,12,15,22,24H,11,13-14H2
InChIKeyZKZXNDJNWUTGDK-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 2.7.11.11 (cAMP-dependent protein kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cAMP-dependent protein kinase (EC 2.7.11.11).
ChEBI Ontology
Outgoing Relation(s)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495) has role EC 2.7.11.11 (cAMP-dependent protein kinase) inhibitor (CHEBI:85094)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495) is a bromobenzenes (CHEBI:37149)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495) is a isoquinolines (CHEBI:24922)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495) is a olefinic compound (CHEBI:78840)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495) is a secondary amino compound (CHEBI:50995)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495) is a sulfonamide (CHEBI:35358)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495) is conjugate base of N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide(2+) (CHEBI:131489)
Incoming Relation(s)
(E)-N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:191396) is a N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495)
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide(2+) (CHEBI:131489) is conjugate acid of N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide (CHEBI:47495)
IUPAC Name 
N-(2-{[3-(4-bromophenyl)prop-2-en-1-yl]amino}ethyl)isoquinoline-5-sulfonamide
Synonyms  Source
N-[2-[[3-(4-bromophenyl)-2-propen-1-yl]amino]ethyl]-5-isoquinolinesulfonamideChEBI
N-[2-(4-bromocinnamylamino)ethyl]-5-isoquinoline sulfonamidePDBeChem
H 89ChemIDplus
H-89ChemIDplus
H89ChEBI
protein kinase inhibitor H89ChEBI
Manual XrefsDatabases
3420ChemSpider
DB07995DrugBank
H-89Wikipedia
LSM-2608LINCS
Registry NumbersSources
Reaxys:8160271Reaxys
CAS:127243-85-0ChemIDplus
Citations