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CHEBI:64065 - CGP 78608 hydrochloride

ChEBI IDCHEBI:64065
ChEBI NameCGP 78608 hydrochloride
Stars
DefinitionA 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.
Last Modified1 March 2012
SubmitterSteve
DownloadsMolfile
FormulaC11H13BrN3O5P.HCl
Net Charge0
Average Mass414.580
Monoisotopic Mass412.95430
SMILESC[C@@H](NCc1cc(Br)cc2nc(=O)c(=O)nc12)P(=O)(O)O.Cl
InChIInChI=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
InChIKeyMZQQZBPMRPDKTB-JEDNCBNOSA-N
Roles Classification
Biological Role:
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.
Applications:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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