CHEBI:64065 - CGP 78608 hydrochloride

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ChEBI Name CGP 78608 hydrochloride
ChEBI ID CHEBI:64065
Definition A hydrochloride that is the monohydrochloride salt of CGP 78608. Potent and selective NMDA antagonist that acts through the glycine site (IC50 = 5 nM). Displays >500-fold selectivity over kainate and AMPA receptors (IC50 values are 2.7 and 3 μM respectively). Anticonvulsant in vivo following systemic administration.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H14BrClN3O5P
Net Charge 0
Average Mass 414.57700
Monoisotopic Mass 412.954
InChI InChI=1S/C11H13BrN3O5P.ClH/c1-5(21(18,19)20)13-4-6-2-7(12)3-8-9(6)15-11(17)10(16)14-8;/h2-3,5,13H,4H2,1H3,(H,14,16)(H,15,17)(H2,18,19,20);1H/t5-;/m0./s1
InChIKey MZQQZBPMRPDKTB-JEDNCBNOSA-N
SMILES Cl.C[C@@H](NCc1cc(Br)cc2[nH]c(=O)c(=O)[nH]c12)P(O)(O)=O
Roles Classification
Biological Role(s): NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing CGP 78608 hydrochloride (CHEBI:64065) has role anticonvulsant (CHEBI:35623)
CGP 78608 hydrochloride (CHEBI:64065) has role NMDA receptor antagonist (CHEBI:60643)
CGP 78608 hydrochloride (CHEBI:64065) has role prodrug (CHEBI:50266)
CGP 78608 hydrochloride (CHEBI:64065) is a hydrochloride (CHEBI:36807)
CGP 78608 hydrochloride (CHEBI:64065) is conjugate base of CGP 78608(1+) (CHEBI:64066)
Incoming CGP 78608(1+) (CHEBI:64066) is conjugate acid of CGP 78608 hydrochloride (CHEBI:64065)
IUPAC Names
(1S)-N-[(7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl]-1-phosphonoethanaminium chloride
[(1S)-1-{[(7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)methyl]amino}ethyl]phosphonic acid hydrochloride
Last Modified
01 March 2012