ESKETAMINE


Synonyms	(-)-ketamine Esketamine Jnj-54135419 Keta-s Ketamine, (s)- Ketamine, s- Ketaved L-ketamine S-(-)-ketamine S-ketamine
Status
Molecule Category	Free-form
ATC	N01AX14 N06AX27
UNII	50LFG02TXD
EPA CompTox	DTXSID6047810


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70


InChI Key	YQEZLKZALYSWHR-ZDUSSCGKSA-N
Smiles	CN[C@]1(c2ccccc2Cl)CCCCC1=O
InChI	InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3/t13-/m0/s1

Mechanism of Action	Action	Reference
Glutamate [NMDA] receptor negative allosteric modulator	NEGATIVE ALLOSTERIC MODULATOR	PubMed


Protein: Glutamate [NMDA] receptor Description: Glutamate receptor ionotropic, NMDA 2D Organism : Homo sapiens O15399 ENSG00000105464











Protein: Glutamate [NMDA] receptor Description: Glutamate receptor ionotropic, NMDA 3B Organism : Homo sapiens O60391 ENSG00000116032










Protein: Glutamate [NMDA] receptor Description: Glutamate receptor ionotropic, NMDA 1 Organism : Homo sapiens Q05586 ENSG00000176884












Protein: Glutamate [NMDA] receptor Description: Glutamate receptor ionotropic, NMDA 2A Organism : Homo sapiens Q12879 ENSG00000183454










Protein: Glutamate [NMDA] receptor Description: Glutamate receptor ionotropic, NMDA 2B Organism : Homo sapiens Q13224 ENSG00000273079











Protein: Glutamate [NMDA] receptor Description: Glutamate receptor ionotropic, NMDA 2C Organism : Homo sapiens Q14957 ENSG00000161509











Protein: Glutamate [NMDA] receptor Description: Glutamate receptor ionotropic, NMDA 3A Organism : Homo sapiens Q8TCU5 ENSG00000198785

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor NMDA receptor	-	11	-	300-960	-

Assay Description	Organism	Bioactivity
Displacement of [3H]MK-801 from NMDA receptor in guinea pig brain membrane	Cavia porcellus	108.0 nM
Displacement of [3H]MK801 from NMDA receptor in rat brain neuronal membrane	Rattus norvegicus	960.0 nM
Displacement of [3H]-(+)-MK-801 from PCP binding site of NMDA receptor in pig brain cortex	Sus scrofa	383.0 nM
Displacement of [3H]MK-801 from NMDA receptor in Wistar rat brain membranes by scintillation counting analysis	Rattus norvegicus	640.0 nM
Displacement of [3H]MK801 from NMDA receptor PCP binding site in guinea pig brain cortex membranes incubated for 120 mins by scintillation counting method	Cavia porcellus	419.0 nM
Antagonist activity against NR1-1a/NR2A NMDA receptor (unknown origin) expressed in mouse recombinant L(tk-) cells assessed as inhibition of glycine and glutamate induced excitotoxicity incubated for 12 hrs by LDH assay	Homo sapiens	11.4 nM
Displacement of [3H]-MK801 from NMDA receptor in rat brain homogenate	Rattus norvegicus	300.0 nM
Displacement of [3H]-MK801 from NMDA receptor in rat brain membranes	Rattus norvegicus	690.0 nM

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