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

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ChEBI Name	N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide

ChEBI ID	CHEBI:47495

ChEBI ASCII Name	N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C20H20BrN3O2S

Net Charge

Average Mass

446.360

Monoisotopic Mass

445.04596

InChI

InChI=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

InChIKey

ZKZXNDJNWUTGDK-UHFFFAOYSA-N

SMILES

[H]C(CNCCNS(=O)(=O)C1=CC=CC2=C1C=CN=C2)=C([H])C1=CC=C(Br)C=C1

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):	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	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	(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	Sources
H 89	ChemIDplus
H-89	ChemIDplus
H89	ChEBI
N-[2-(4-bromocinnamylamino)ethyl]-5-isoquinoline sulfonamide	PDBeChem
N-[2-[[3-(4-bromophenyl)-2-propen-1-yl]amino]ethyl]-5-isoquinolinesulfonamide	ChEBI
protein kinase inhibitor H89	ChEBI

Last Modified

10 May 2022