Details of the Drug

General Information of Drug (ID: DMFA5MY)

Drug Name

Metoclopramide

Synonyms

Cerucal; Clopra; Clopromate; Duraclamid; Elieten; Emetid; Emitasol; Emperal; Eucil; Gastrese; Gastrobid; Gastromax; Gastronerton; Gastrosil; Gastrotablinen; Gastrotem; Imperan; Maxeran; Maxolon; Meclopran; Metaclopramide; Metaclopromide; Metamide; Methochlopramide; Methoclopramide; Metochlopramide; Metoclol; Metoclopramida; Metoclopramidum; Metocobil; Metramid; Moriperan; Mygdalon; Octamide; Parmid; Paspertin; Peraprin; Plasil; Pramidin; Pramiel; Pramin; Primperan; Reclomide; Reglan; Reliveran; Terperan; Metoclopramide Omega; DEL 1267; Apo-Metoclop; CLOPRA-YELLOW; Clopra-Yellow; Degan (TN); Elieten (TN); Gastro-Timelets; Maxeran (TN); Maxolon (TN); Metoclopramida [INN-Spanish]; Metoclopramide Monohydrochloride, Monohydrate; Metoclopramidum [INN-Latin]; Neu-Sensamide; Nu-Metoclopramide; Plasil (pharmaceutical); Pms-Metoclopramide; Primperan (TN); Pylomid (TN); Reglan (TN); Terperan (TN); Metoclopramide (JP15/INN); Metoclopramide [INN:BAN:JAN]; N-(Diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide; O-Anisamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-(8CI); Benzamide, 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxy-(9CI); (metaclopramide)4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide; (metoclopramide)4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide; 1,5-Dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one; 2-Methoxy-4-amino-5-chloro-N,N-dimethylaminoethyl)benzamide; 2-Methoxy-5-chloroprocainamide; 2-methoxy-4-amino-5-chloro-N,N-(dimethylaminoethyl)benzamide; 4 Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide; 4-Amino-5-chloro-2-methoxy-N-(beta-diethylaminoethyl)benzamide; 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide; 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamide; 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide; 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide (Mcp); 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide (metoclopramide); 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-methoxy-benzamide(Metoclopramide); 4-amino-5-chloro-N-(2-diethylaminoethyl)-2-methoxybenzamide; 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide; 5-Chloro-2-methoxyprocainamide

Indication

Disease Entry	ICD 11	Status	REF
Nausea	MD90	Approved	[1]
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Therapeutic Class

Antiemetics

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

299.79

Logarithm of the Partition Coefficient (xlogp)

2.6

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

Absorption AUC: The area under the plot of plasma concentration (AUC) of drug is 367 mcgh/L [2]
Absorption Cmax: The maximum plasma concentration (Cmax) of drug is 41.0 mcg/L [2]
Absorption Tmax: The time to maximum plasma concentration (Tmax) is 1.25 h [2]
BDDCS Class: Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [3]
Bioavailability: The bioavailability of drug is 40.7% [2]
Clearance: The renal clearance of drug is 0.16 L/h/kg [2]
Elimination: About 85% of an orally administered dose was measured in the urine within 72 hours during a pharmacokinetic study [4]
Half-life: The concentration or amount of drug in body reduced by one-half in 5 - 6 hours [2]
Metabolism: The drug is metabolized via the cytochrome P450 enzymes in the liver [5]
MRTD: The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 33.3556 micromolar/kg/day [6]
Unbound Fraction: The unbound fraction of drug in plasma is 0.6% [7]
Vd: The volume of distribution (Vd) of drug is 3.5 L/kg [8]
Water Solubility: The ability of drug to dissolve in water is measured as 0.2 mg/mL [3]

Chemical Identifiers

Formula: C14H22ClN3O2
IUPAC Name: 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
Canonical SMILES: CCN(CC)CCNC(=O)C1=CC(=C(C=C1OC)N)Cl
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)
InChIKey: TTWJBBZEZQICBI-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 4168
ChEBI ID: CHEBI:107736
CAS Number: 364-62-5
DrugBank ID: DB01233
TTD ID: D08VYV
VARIDT ID: DR00840
INTEDE ID: DR1068
ACDINA ID: D00422

Combinatorial Drugs (CBD)

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Repurposed Drugs (RPD)

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Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Dopamine D2 receptor (D2R)	TTEX248	DRD2_HUMAN	Antagonist	[9]

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Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Organic cation transporter 1 (SLC22A1)	DTT79CX	S22A1_HUMAN	Substrate	[10]

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Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 3A4 (CYP3A4)_{Main DME}	DE4LYSA	CP3A4_HUMAN	Substrate	[11]
Cytochrome P450 2D6 (CYP2D6)_{Main DME}	DECB0K3	CP2D6_HUMAN	Substrate	[11]
Cytochrome P450 1A2 (CYP1A2)	DEJGDUW	CP1A2_HUMAN	Substrate	[11]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
5-hydroxytryptamine receptor 3A (HTR3A)	OTAIV1AK	5HT3A_HUMAN	Gene/Protein Processing	[12]
Alpha-1D adrenergic receptor (ADRA1D)	OTW2CD1O	ADA1D_HUMAN	Drug Response	[13]
ATP-dependent translocase ABCB1 (ABCB1)	OTEJROBO	MDR1_HUMAN	Drug Response	[14]
Cytochrome P450 1B1 (CYP1B1)	OTYXFLSD	CP1B1_HUMAN	Gene/Protein Processing	[15]
Gastric inhibitory polypeptide (GIP)	OTUFSTG9	GIP_HUMAN	Protein Interaction/Cellular Processes	[16]
Insulin (INS)	OTZ85PDU	INS_HUMAN	Gene/Protein Processing	[17]
Lutropin subunit beta (LHB)	OT5GBOVJ	LSHB_HUMAN	Gene/Protein Processing	[18]
Potassium voltage-gated channel subfamily H member 2 (KCNH2)	OTZX881H	KCNH2_HUMAN	Gene/Protein Processing	[19]
Pro-glucagon (GCG)	OTXU08VF	GLUC_HUMAN	Protein Interaction/Cellular Processes	[16]
Prolactin (PRL)	OTWFQGX7	PRL_HUMAN	Gene/Protein Processing	[20]

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Molecular Interaction Atlas (MIA)

MIA Detail

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Molecular Expression Atlas of This Drug

The Studied Disease

Nausea

ICD Disease Classification

MD90

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Dopamine D2 receptor (D2R)	DTT	DRD2	2.50E-02	-0.08	-0.49
Organic cation transporter 1 (SLC22A1)	DTP	SLC22A1	8.54E-01	1.24E-02	7.20E-02
Cytochrome P450 1A2 (CYP1A2)	DME	CYP1A2	7.36E-01	1.62E-02	1.08E-01
Cytochrome P450 2D6 (CYP2D6)	DME	CYP2D6	7.30E-01	-1.91E-02	-1.41E-01
Cytochrome P450 3A4 (CYP3A4)	DME	CYP3A4	1.04E-02	6.29E-02	3.54E-01

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Metoclopramide

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Disease	REF
Rolapitant	DM8XP26	Moderate	Decreased metabolism of Metoclopramide caused by Rolapitant mediated inhibition of CYP450 enzyme.	Nausea/vomiting [MD90]	[21]
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Coadministration of a Drug Treating the Disease Different from Metoclopramide (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Methylene blue	DMJAPE7	Moderate	Additive hypertensive effects by the combination of Metoclopramide and Methylene blue.	Acquired methaemoglobinaemia [3A93]	[22]
Dronedarone	DMA8FS5	Moderate	Decreased metabolism of Metoclopramide caused by Dronedarone mediated inhibition of CYP450 enzyme.	Angina pectoris [BA40]	[23]
Posaconazole	DMUL5EW	Moderate	Altered absorption of Metoclopramide due to GI dynamics variation caused by Posaconazole.	Aspergillosis [1F20]	[24]
Cariprazine	DMJYDVK	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Cariprazine.	Bipolar disorder [6A60]	[25]
Dihydrocodeine	DMB0FWL	Moderate	Additive CNS depression effects by the combination of Metoclopramide and Dihydrocodeine.	Chronic pain [MG30]	[26]
Atracurium	DM42HXN	Moderate	Additive neuromuscular blocking effects by the combination of Metoclopramide and Atracurium.	Corneal disease [9A76-9A78]	[27]
Pancuronium	DMB0VY8	Moderate	Additive neuromuscular blocking effects by the combination of Metoclopramide and Pancuronium.	Corneal disease [9A76-9A78]	[27]
Isocarboxazid	DMAF1NB	Moderate	Additive hypertensive effects by the combination of Metoclopramide and Isocarboxazid.	Depression [6A70-6A7Z]	[22]
OPC-34712	DMHG57U	Major	Additive antidopaminergic effects by the combination of Metoclopramide and OPC-34712.	Depression [6A70-6A7Z]	[25]
Esketamine	DMVU687	Moderate	Additive CNS depression effects by the combination of Metoclopramide and Esketamine.	Depression [6A70-6A7Z]	[28]
Mepenzolate	DM8YU2F	Moderate	Antagonize the effect of Metoclopramide when combined with Mepenzolate.	Digestive system disease [DE2Z]	[29]
Tetrabenazine	DMYWQ0O	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Tetrabenazine.	Dissociative neurological symptom disorder [6B60]	[25]
Deutetrabenazine	DMUPFLI	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Deutetrabenazine.	Dystonic disorder [8A02]	[25]
Solifenacin	DMG592Q	Moderate	Antagonize the effect of Metoclopramide when combined with Solifenacin.	Functional bladder disorder [GC50]	[29]
Mirabegron	DMS1GYT	Moderate	Decreased metabolism of Metoclopramide caused by Mirabegron mediated inhibition of CYP450 enzyme.	Functional bladder disorder [GC50]	[30]
Cobicistat	DM6L4H2	Moderate	Decreased metabolism of Metoclopramide caused by Cobicistat mediated inhibition of CYP450 enzyme.	Human immunodeficiency virus disease [1C60-1C62]	[31]
Givosiran	DM5PFIJ	Moderate	Decreased metabolism of Metoclopramide caused by Givosiran mediated inhibition of CYP450 enzyme.	Inborn porphyrin/heme metabolism error [5C58]	[32]
Belladonna	DM2RBWK	Moderate	Antagonize the effect of Metoclopramide when combined with Belladonna.	Infectious gastroenteritis/colitis [1A40]	[29]
ITI-007	DMUQ1DO	Major	Additive antidopaminergic effects by the combination of Metoclopramide and ITI-007.	Insomnia [7A00-7A0Z]	[25]
Polyethylene glycol	DM4I1JP	Moderate	Increased risk of lowers seizure threshold by the combination of Metoclopramide and Polyethylene glycol.	Irritable bowel syndrome [DD91]	[33]
Glycerol phenylbutyrate	DMDGRQO	Moderate	Decreased metabolism of Metoclopramide caused by Glycerol phenylbutyrate mediated inhibition of CYP450 enzyme.	Liver disease [DB90-DB9Z]	[34]
Dacomitinib	DMOH8VY	Moderate	Decreased metabolism of Metoclopramide caused by Dacomitinib mediated inhibition of CYP450 enzyme.	Lung cancer [2C25]	[35]
Vemurafenib	DM62UG5	Moderate	Decreased metabolism of Metoclopramide caused by Vemurafenib mediated inhibition of CYP450 enzyme.	Melanoma [2C30]	[36]
Allopregnanolone	DMNLHAC	Moderate	Additive CNS depression effects by the combination of Metoclopramide and Allopregnanolone.	Mental/behavioural/neurodevelopmental disorder [6E20-6E8Z]	[37]
Lasmiditan	DMXLVDT	Moderate	Additive CNS depression effects by the combination of Metoclopramide and Lasmiditan.	Migraine [8A80]	[38]
Flibanserin	DM70DTN	Moderate	Additive CNS depression effects by the combination of Metoclopramide and Flibanserin.	Mood disorder [6A60-6E23]	[39]
Panobinostat	DM58WKG	Moderate	Decreased metabolism of Metoclopramide caused by Panobinostat mediated inhibition of CYP450 enzyme.	Multiple myeloma [2A83]	[40]
Ozanimod	DMT6AM2	Moderate	Increased risk of hyperpyrexia by the combination of Metoclopramide and Ozanimod.	Multiple sclerosis [8A40]	[22]
Fedratinib	DM4ZBK6	Moderate	Decreased metabolism of Metoclopramide caused by Fedratinib mediated inhibition of CYP450 enzyme.	Myeloproliferative neoplasm [2A20]	[34]
Nilotinib	DM7HXWT	Moderate	Decreased metabolism of Metoclopramide caused by Nilotinib mediated inhibition of CYP450 enzyme.	Myeloproliferative neoplasm [2A20]	[41]
Lorcaserin	DMG6OYJ	Moderate	Increased risk of hyperprolactinemic effects by the combination of Metoclopramide and Lorcaserin.	Obesity [5B80-5B81]	[42]
Safinamide	DM0YWJC	Moderate	Additive hypertensive effects by the combination of Metoclopramide and Safinamide.	Parkinsonism [8A00]	[22]
Opicapone	DM1BKA6	Moderate	Additive CNS depression effects by the combination of Metoclopramide and Opicapone.	Parkinsonism [8A00]	[43]
Rasagiline	DM3WKQ4	Moderate	Increased risk of hyperpyrexia by the combination of Metoclopramide and Rasagiline.	Parkinsonism [8A00]	[22]
Levodopa	DMN3E57	Moderate	Antagonize the effect of Metoclopramide when combined with Levodopa.	Parkinsonism [8A00]	[43]
Methylscopolamine	DM5VWOB	Moderate	Antagonize the effect of Metoclopramide when combined with Methylscopolamine.	Peptic ulcer [DA61]	[29]
ABIRATERONE	DM8V75C	Moderate	Decreased metabolism of Metoclopramide caused by ABIRATERONE mediated inhibition of CYP450 enzyme.	Prostate cancer [2C82]	[44]
Levomepromazine	DMIKFEL	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Levomepromazine.	Psychotic disorder [6A20-6A25]	[25]
Neupro	DMHEAB1	Moderate	Additive CNS depression effects by the combination of Metoclopramide and Neupro.	Restless legs syndrome [7A80]	[43]
Aripiprazole	DM3NUMH	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Aripiprazole.	Schizophrenia [6A20]	[25]
Iloperidone	DM6AUFY	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Iloperidone.	Schizophrenia [6A20]	[25]
Paliperidone	DM7NPJS	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Paliperidone.	Schizophrenia [6A20]	[25]
Molindone	DMAH70G	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Molindone.	Schizophrenia [6A20]	[25]
Thiothixene	DMDINC4	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Thiothixene.	Schizophrenia [6A20]	[25]
Amisulpride	DMSJVAM	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Amisulpride.	Schizophrenia [6A20]	[25]
Asenapine	DMSQZE2	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Asenapine.	Schizophrenia [6A20]	[25]
Pitolisant	DM8RFNJ	Moderate	Decreased metabolism of Metoclopramide caused by Pitolisant mediated inhibition of CYP450 enzyme.	Somnolence [MG42]	[34]
Vecuronium	DMP0UK2	Moderate	Additive neuromuscular blocking effects by the combination of Metoclopramide and Vecuronium.	Tonus and reflex abnormality [MB47]	[27]
Trimeprazine	DMEMV9D	Major	Additive antidopaminergic effects by the combination of Metoclopramide and Trimeprazine.	Vasomotor/allergic rhinitis [CA08]	[45]
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Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG

DIG Name	DIG ID	PubChem CID	Functional Classification
Acesulfame	E00341	36573	Flavoring agent
Aspartame	E00402	134601	Flavoring agent
Butylated hydroxytoluene	E00336	31404	Antioxidant
FD&C blue no. 1	E00263	19700	Colorant
Hydrochloric acid	E00015	313	Acidulant
Mannitol	E00103	6251	Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
Phosphoric acid	E00039	1004	Acidulant; Buffering agent
Quinoline yellow WS	E00309	24671	Colorant
Stearic acid	E00079	5281	Emulsifying agent; Solubilizing agent; Viscosity-controlling agent; lubricant
Beta-D-lactose	E00099	6134	Diluent; Dry powder inhaler carrier; Lyophilization aid
Butylhydroxyanisole	E00308	24667	Antimicrobial preservative; Antioxidant
Calcium hydrogenphosphate	E00294	24441	Diluent
Crospovidone	E00626	Not Available	Disintegrant
Lactose monohydrate	E00393	104938	Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate	E00208	11177	lubricant
Povidone	E00667	Not Available	Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Silicon dioxide	E00670	Not Available	Anticaking agent; Opacifying agent; Viscosity-controlling agent
Sodium chloride	E00077	5234	Diluent; Tonicity agent
Sodium hydroxide	E00234	14798	Alkalizing agent
Water	E00035	962	Solvent
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Pharmaceutical Formulation

Formulation Name	Drug Dosage	Dosage Form	Route
Metoclopramide 10 mg tablet	10 mg	Disintegrating Oral Tablet	Oral
Metoclopramide 5 mg tablet	5 mg	Disintegrating Oral Tablet	Oral
Metoclopramide 10 mg tablet	10 mg	Oral Tablet	Oral
Metoclopramide 5 mg tablet	5 mg	Oral Tablet	Oral
Metoclopramide Hydrochloride eq 5mg base/ml injectable	eq 5mg base/ml	Injectable	Injection

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References

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41	Product Information. Tasigna (nilotinib). Novartis Pharmaceuticals, East Hanover, NJ.
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