Details of the Drug

General Information of Drug (ID: DMQ4HIN)

Drug Name

Cabergoline

Synonyms

Cabaser; Cabaseril; Cabergolina; Cabergolinum; Dostinex; Galastop; Sogilen; Cabergolina [Spanish]; Cabergolinum [Latin]; CG-101; Cabaser (TN); Dostinex (TN); FCE-21336; Cabergoline [USAN:BAN:INN]; Cabergoline (JAN/USAN/INN); (8R)-6-allyl-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)ergoline-8-carboxamide; (8beta)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-6-(prop-2-en-1-yl)ergoline-8-carboxamide; (8beta)-N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propenyl)-ergoline-8-carboxamide; (8beta)-N-[3-(dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-prop-2-en-1-ylergoline-8-carboxamide; 1-((6-Allylergolin-8beta-yl)carbonyl)-1-(3-(dimethylamino)propyl)-3-ethylurea; 1-[(6-allylergoline-8beta-yl)carbonyl]-1-[3-(dimethylamino)propyl]-3-ethylurea; 1-ethyl-2-(3'-dimethylaminopropyl)-3-(6'-allylergoline-8'-beta-carbonyl)urea diphosphate; 1-ethyl-3-(3'-dimethylamionpropyl)-2-(6'-allylergoline-8'beta-carbonyl)urea

Indication

Disease Entry	ICD 11	Status	REF
Hyperprolactinaemia	5A60.1	Approved	[1]
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Therapeutic Class

Anticancer Agents

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

451.6

Logarithm of the Partition Coefficient (xlogp)

3.4

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

BDDCS Class: Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 2: low solubility and high permeability [2]
Bioavailability: 65% of drug becomes completely available to its intended biological destination(s) [3]
Clearance: The renal clearance of drug is 0.008 L/min []
Elimination: 3% of drug is excreted from urine in the unchanged form [2]
Half-life: The concentration or amount of drug in body reduced by one-half in 12 hours [4]
Metabolism: The drug is metabolized via the hepatic []
MRTD: The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 0.00904 micromolar/kg/day [5]

Chemical Identifiers

Formula: C26H37N5O2
IUPAC Name: (6aR,9R,10aR)-N-[3-(dimethylamino)propyl]-N-(ethylcarbamoyl)-7-prop-2-enyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
Canonical SMILES: CCNC(=O)N(CCCN(C)C)C(=O)[C@@H]1C[C@H]2[C@@H](CC3=CNC4=CC=CC2=C34)N(C1)CC=C
InChI: InChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1
InChIKey: KORNTPPJEAJQIU-KJXAQDMKSA-N

Cross-matching ID

PubChem CID: 54746
ChEBI ID: CHEBI:3286
CAS Number: 81409-90-7
DrugBank ID: DB00248
TTD ID: D04EGX
VARIDT ID: DR00069
INTEDE ID: DR0253
ACDINA ID: D00086

Combinatorial Drugs (CBD)

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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	Agonist	[6]

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Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
P-glycoprotein 1 (ABCB1)	DTUGYRD	MDR1_HUMAN	Substrate	[7]

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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	[8]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Brain-derived neurotrophic factor (BDNF)	OTLGH7EW	BDNF_HUMAN	Gene/Protein Processing	[9]
Cyclic AMP-responsive element-binding protein 1 (CREB1)	OT1MDLA1	CREB1_HUMAN	Gene/Protein Processing	[9]
Prolactin (PRL)	OTWFQGX7	PRL_HUMAN	Gene/Protein Processing	[10]

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Molecular Interaction Atlas (MIA)

MIA Detail

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Molecular Expression Atlas of This Drug

The Studied Disease

Hyperprolactinaemia

ICD Disease Classification

5A60.1

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
P-glycoprotein 1 (ABCB1)	DTP	P-GP	9.39E-02	1.07E-01	2.80E-01
Cytochrome P450 3A4 (CYP3A4)	DME	CYP3A4	1.04E-02	6.29E-02	3.54E-01

Molecular Expression Atlas (MEA)

MEA Detail

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Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Cabergoline (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Memantine	DMD9WSC	Minor	Additive dopaminergic effects by the combination of Cabergoline and Memantine.	Alzheimer disease [8A20]	[11]
Promazine	DMZAL7W	Moderate	Additive CNS depression effects by the combination of Cabergoline and Promazine.	Appearance/behaviour symptom [MB23]	[12]
Clarithromycin	DM4M1SG	Major	Decreased metabolism of Cabergoline caused by Clarithromycin mediated inhibition of CYP450 enzyme.	Bacterial infection [1A00-1C4Z]	[13]
Troleandomycin	DMUZNIG	Major	Decreased metabolism of Cabergoline caused by Troleandomycin mediated inhibition of CYP450 enzyme.	Bacterial infection [1A00-1C4Z]	[13]
OPC-34712	DMHG57U	Moderate	Antagonize the effect of Cabergoline when combined with OPC-34712.	Depression [6A70-6A7Z]	[12]
Amoxapine	DMKITQE	Moderate	Antagonize the effect of Cabergoline when combined with Amoxapine.	Depression [6A70-6A7Z]	[12]
Esketamine	DMVU687	Moderate	Additive CNS depression effects by the combination of Cabergoline and Esketamine.	Depression [6A70-6A7Z]	[14]
Rufinamide	DMWE60C	Moderate	Increased metabolism of Cabergoline caused by Rufinamide mediated induction of CYP450 enzyme.	Epilepsy/seizure [8A61-8A6Z]	[11]
Propiomazine	DMKY8V1	Moderate	Antagonize the effect of Cabergoline when combined with Propiomazine.	Insomnia [7A00-7A0Z]	[12]
ITI-007	DMUQ1DO	Moderate	Antagonize the effect of Cabergoline when combined with ITI-007.	Insomnia [7A00-7A0Z]	[12]
Allopregnanolone	DMNLHAC	Moderate	Additive CNS depression effects by the combination of Cabergoline and Allopregnanolone.	Mental/behavioural/neurodevelopmental disorder [6E20-6E8Z]	[15]
Lasmiditan	DMXLVDT	Moderate	Additive CNS depression effects by the combination of Cabergoline and Lasmiditan.	Migraine [8A80]	[16]
Flibanserin	DM70DTN	Moderate	Additive CNS depression effects by the combination of Cabergoline and Flibanserin.	Mood disorder [6A60-6E23]	[17]
Droperidol	DM0DXA8	Moderate	Additive CNS depression effects by the combination of Cabergoline and Droperidol.	Nausea/vomiting [MD90]	[12]
Prochlorperazine	DM53SRA	Moderate	Additive hypotensive effects by the combination of Cabergoline and Prochlorperazine.	Nausea/vomiting [MD90]	[12]
Promethazine	DM6I5GR	Moderate	Antagonize the effect of Cabergoline when combined with Promethazine.	Nausea/vomiting [MD90]	[12]
Metoclopramide	DMFA5MY	Moderate	Additive CNS depression effects by the combination of Cabergoline and Metoclopramide.	Nausea/vomiting [MD90]	[12]
Thiethylperazine	DMU3IET	Moderate	Antagonize the effect of Cabergoline when combined with Thiethylperazine.	Nausea/vomiting [MD90]	[12]
Dextropropoxyphene	DM23HCX	Major	Additive CNS depression effects by the combination of Cabergoline and Dextropropoxyphene.	Pain [MG30-MG3Z]	[18]
Levomepromazine	DMIKFEL	Moderate	Antagonize the effect of Cabergoline when combined with Levomepromazine.	Psychotic disorder [6A20-6A25]	[12]
Fluphenazine	DMIT8LX	Moderate	Antagonize the effect of Cabergoline when combined with Fluphenazine.	Psychotic disorder [6A20-6A25]	[12]
Triflupromazine	DMKFQJP	Moderate	Antagonize the effect of Cabergoline when combined with Triflupromazine.	Psychotic disorder [6A20-6A25]	[12]
Quetiapine	DM1N62C	Moderate	Additive CNS depression effects by the combination of Cabergoline and Quetiapine.	Schizophrenia [6A20]	[12]
Mesoridazine	DM2ZGAN	Moderate	Antagonize the effect of Cabergoline when combined with Mesoridazine.	Schizophrenia [6A20]	[12]
Thioridazine	DM35M8J	Moderate	Additive CNS depression effects by the combination of Cabergoline and Thioridazine.	Schizophrenia [6A20]	[12]
Aripiprazole	DM3NUMH	Moderate	Antagonize the effect of Cabergoline when combined with Aripiprazole.	Schizophrenia [6A20]	[12]
Iloperidone	DM6AUFY	Moderate	Antagonize the effect of Cabergoline when combined with Iloperidone.	Schizophrenia [6A20]	[12]
Paliperidone	DM7NPJS	Moderate	Antagonize the effect of Cabergoline when combined with Paliperidone.	Schizophrenia [6A20]	[12]
Loxapine	DM8AI9U	Moderate	Antagonize the effect of Cabergoline when combined with Loxapine.	Schizophrenia [6A20]	[12]
Haloperidol	DM96SE0	Moderate	Antagonize the effect of Cabergoline when combined with Haloperidol.	Schizophrenia [6A20]	[12]
Molindone	DMAH70G	Moderate	Antagonize the effect of Cabergoline when combined with Molindone.	Schizophrenia [6A20]	[12]
Chlorpromazine	DMBGZI3	Moderate	Additive hypotensive effects by the combination of Cabergoline and Chlorpromazine.	Schizophrenia [6A20]	[12]
Thiothixene	DMDINC4	Moderate	Additive CNS depression effects by the combination of Cabergoline and Thiothixene.	Schizophrenia [6A20]	[12]
Clozapine	DMFC71L	Moderate	Antagonize the effect of Cabergoline when combined with Clozapine.	Schizophrenia [6A20]	[12]
Trifluoperazine	DMKBYWI	Moderate	Antagonize the effect of Cabergoline when combined with Trifluoperazine.	Schizophrenia [6A20]	[12]
Risperidone	DMN6DXL	Moderate	Antagonize the effect of Cabergoline when combined with Risperidone.	Schizophrenia [6A20]	[12]
Olanzapine	DMPFN6Y	Moderate	Antagonize the effect of Cabergoline when combined with Olanzapine.	Schizophrenia [6A20]	[12]
Amisulpride	DMSJVAM	Major	Antagonize the effect of Cabergoline when combined with Amisulpride.	Schizophrenia [6A20]	[14]
Asenapine	DMSQZE2	Moderate	Antagonize the effect of Cabergoline when combined with Asenapine.	Schizophrenia [6A20]	[12]
Pimozide	DMW83TP	Moderate	Additive CNS depression effects by the combination of Cabergoline and Pimozide.	Schizophrenia [6A20]	[12]
Tizanidine	DMR2IQ4	Moderate	Additive CNS depression effects by the combination of Cabergoline and Tizanidine.	Tonus and reflex abnormality [MB47]	[19]
Methdilazine	DMAUHQX	Moderate	Antagonize the effect of Cabergoline when combined with Methdilazine.	Vasomotor/allergic rhinitis [CA08]	[12]
Trimeprazine	DMEMV9D	Moderate	Antagonize the effect of Cabergoline when combined with Trimeprazine.	Vasomotor/allergic rhinitis [CA08]	[20]
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Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG

DIG Name	DIG ID	PubChem CID	Functional Classification
Leucine	E00097	6106	Antiadherent; Flavoring agent; lubricant
Beta-D-lactose	E00099	6134	Diluent; Dry powder inhaler carrier; Lyophilization aid
Carmellose sodium	E00625	Not Available	Disintegrant
Citric acid monohydrate	E00271	22230	Acidulant; Antioxidant; Buffering agent; Complexing agent; Flavoring agent
Lactose monohydrate	E00393	104938	Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate	E00208	11177	lubricant
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Pharmaceutical Formulation

Formulation Name	Drug Dosage	Dosage Form	Route
Cabergoline 0.5 mg tablet	0.5 mg	Oral Tablet	Oral

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References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 37).
2	BDDCS applied to over 900 drugs
3	Critical Evaluation of Human Oral Bioavailability for Pharmaceutical Drugs by Using Various Cheminformatics Approaches
4	Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
5	Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
6	Role of D1 and D2 receptors in the regulation of voluntary movements. Bull Exp Biol Med. 2008 Jul;146(1):14-7.
7	Polymorphisms of the drug transporter gene ABCB1 predict side effects of treatment with cabergoline in patients with PRL adenomas. Eur J Endocrinol. 2012 Sep;167(3):327-35.
8	Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67.
9	Atractylon, a novel dopamine 2 receptor agonist, ameliorates Parkinsonian like motor dysfunctions in MPTP-induced mice. Neurotoxicology. 2022 Mar;89:121-126. doi: 10.1016/j.neuro.2022.01.010. Epub 2022 Jan 31.
10	Massive reduction of tumour load and normalisation of hyperprolactinaemia after high dose cabergoline in metastasised prolactinoma causing thoracic syringomyelia. J Neurol Neurosurg Psychiatry. 2004 Oct;75(10):1489-91. doi: 10.1136/jnnp.2003.028118.
11	Cerner Multum, Inc. "UK Summary of Product Characteristics.".
12	Mims RB, Scott CL, Modebe O, Bethune JE "Inhibition of L-dopa-induced growth hormone stimulation by pyridoxine and chlorpromazine." J Clin Endocrinol Metab 40 (1975): 256-9. [PMID: 1117978]
13	Ausband SC, Goodman PE "An unusual case of clarithromycin associated ergotism." J Emerg Med 4 (2001): 411-3. [PMID: 11728770]
14	Cerner Multum, Inc. "Australian Product Information.".
15	Product Information. Zulresso (brexanolone). Sage Therapeutics, Inc., Cambridge, MA.
16	Product Information. Reyvow (lasmiditan). Lilly, Eli and Company, Indianapolis, IN.
17	Product Information. Addyi (flibanserin). Sprout Pharmaceuticals, Raleigh, NC.
18	Hansen BS, Dam M, Brandt J, et al "Influence of dextropropoxyphene on steady state serum levels and protein binding of three anti-epileptic drugs in man." Acta Neurol Scand 61 (1980): 357-67. [PMID: 6998251]
19	Product Information. Zanaflex (tizanidine). Acorda Therapeutics, Hawthorne, NY.
20	Product Information. Norprolac (quinagolide). Ferring Inc, North York, IA.