REMOXIPRIDE

/static/temp/default.svg

Search structure


Synonyms	A 33547 A-33547 FLA 731 FLA-731(-) Remoxipride Roxiam
Status
Molecule Category	UNKNOWN
ATC	N05AL04
UNII	0223RD59PE
EPA CompTox	DTXSID6045668


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

Structure


InChI Key	GUJRSXAPGDDABA-NSHDSACASA-N
Smiles	CCN1CCC[C@H]1CNC(=O)c1c(OC)ccc(Br)c1OC
InChI	InChI=1S/C16H23BrN2O3/c1-4-19-9-5-6-11(19)10-18-16(20)14-13(21-2)8-7-12(17)15(14)22-3/h7-8,11H,4-6,9-10H2,1-3H3,(H,18,20)/t11-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C16H23BrN2O3
Molecular Weight	371.28
AlogP	2.68
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	6.0
Polar Surface Area	50.8
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	22.0

Bioactivity

Mechanism of Action	Action	Reference
Dopamine D2 receptor antagonist	ANTAGONIST	PubMed PubMed PubMed PubMed PubMed


Protein: Dopamine D2 receptor Description: D(2) dopamine receptor Organism : Homo sapiens P14416 ENSG00000149295

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Hydrolase	-	-	-	-
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor	-	1400-1570	-	3872	62
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor	-	-	3981	-	-
Membrane receptor	-	1400-1570	3981	3872	62

Assay Description	Organism	Bioactivity	Reference
Displacement of [3H]-YM 09151 from african green monkey Dopamine receptor D2	monkey	873.0 nM
Binding affinity to dopamine receptor D2 cloned from human, using [3H]- YM09151 as competitive ligand	None	880.0 nM
Tested in vitro for inhibition of [3H]-spiperone binding to dopamine receptor D2 at the dose of 10 e-5 M	None	62.0 %
Tested for affinity against cloned mammalian dopamine autoreceptor (DA) D2 receptors expressed in CHO-K1 cells using [3H]spiperone as radioligand	None	217.0 nM
Binding affinity against the sigma receptor from guinea pig brain using the radioligand [3H]SKF-10047	Cavia porcellus	55.0 nM
Inhibition of human FAAH at 1 uM	Homo sapiens	-9.69 %
Antagonist activity at dopamine D2 receptor	None	1.202 nM

Related Entries

Cross References

Resources	Reference
ChEBI	92948
ChEMBL	CHEMBL22242
DrugBank	DB00409
DrugCentral	2365
FDA SRS	0223RD59PE
Human Metabolome Database	HMDB0014553
PharmGKB	PA164749051
PubChem	54477
SureChEMBL	SCHEMBL121339
ZINC	ZINC000002021799

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).