METOCLOPRAMIDE

Search structure
Synonyms:
Status: Approved (1979)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A03FA01
UNII: L4YEB44I46

Structure
InChI Key TTWJBBZEZQICBI-UHFFFAOYSA-N
Smile CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC
InChI
InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H22ClN3O2
Molecular Weight 299.8
AlogP 2.0
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 7.0
Polar Surface Area 67.59
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 20.0

Pharmacology

Primary Target
5-HT3A
5-HT3AB
5-HT4 receptor
D2 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - 960 -
Enzyme Oxidoreductase
- 350 - - -
Ion channel Ligand-gated ion channel 5HT3 receptor
- 228-880 50-6310 159-995 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 32800 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 444-820 - 104-303 100
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
794-1920 13200 - 900-975 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 94800 - - 52

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Vomiting 3 D014839 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Gastroparesis 3 D018589 ClinicalTrials
Gastroschisis 3 D020139 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Gastroenteritis 3 D005759 ClinicalTrials
Sepsis 3 D018805 ClinicalTrials
Headache 3 D006261 ClinicalTrials
Intestinal Obstruction 2 D007415 ClinicalTrials
Wounds and Injuries 2 D014947 ClinicalTrials
Pain 2 D010146 ClinicalTrials
Hyperemesis Gravidarum 2 D006939 ClinicalTrials
Hypoglycemia 2 D007003 ClinicalTrials
Gastrointestinal Hemorrhage 2 D006471 ClinicalTrials
Myelodysplastic Syndromes 2 D009190 ClinicalTrials
Hypotension, Orthostatic 1 D007024 ClinicalTrials
Orthostatic Intolerance 1 D054971 ClinicalTrials

Related Entries

MCS

Salt

Cross References

Resources Reference
CAS NUMBER 364-62-5
ChEBI 107736
ChEMBL CHEMBL86
DrugBank DB01233
DrugCentral 1782
EPA CompTox DTXSID6045169
FDA SRS L4YEB44I46
Human Metabolome Database HMDB0015363
Guide to Pharmacology 241
KEGG C07868
PharmGKB PA450475
PubChem 4168
SureChEMBL SCHEMBL18629
ZINC ZINC000001530716
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