All FDA-approved EMA-approved PMDA-approved
Target Card Uniprot Example: P23975

mepacrine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
acridine derivatives	2338	83-89-6

Description:

Molecule

Description

Molfile Inchi Smiles Synonyms: quinacrin quinacrine mepacrine atabrine acrinamine acriquine quinacrine dihydrochloride hydrate quinacrine dihydrochloride quinacrine hydrochloride quinacrine HCl

An acridine derivative formerly widely used as an antimalarial but superseded by chloroquine in recent years. It has also been used as an anthelmintic and in the treatment of giardiasis and malignant effusions. It is used in cell biological experiments as an inhibitor of phospholipase A2. Molecular weight: 399.96 Formula: C23H30ClN3O CLOGP: 6.72 LIPINSKI: 1 HAC: 4 HDO: 1 TPSA: 37.39 ALOGS: -5.22 ROTB: 9

Drug dosage:

Dose	Unit	Route
0.30	g	O

ADMET properties:

Property	Value	Reference
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI
S (Water solubility)	28.57 mg/mL	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	12.50 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
Vd (Volume of distribution)	45 L/kg	Lombardo F, Berellini G, Obach RS
CL (Clearance)	5.10 mL/min/kg	Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma)	0.13 %	Lombardo F, Berellini G, Obach RS
t_half (Half-life)	120 hours	Lombardo F, Berellini G, Obach RS

Approvals:

Date	Agency	Company	Orphan
Jan. 1, 1933	YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Lupus vasculitis	199.74	58.21	26	479	543	63487974
Lupus nephritis	157.97	58.21	26	479	2813	63485704
Mitral valve incompetence	107.87	58.21	26	479	19568	63468949
Febrile neutropenia	61.84	58.21	26	479	118423	63370094
Gastrointestinal disorder	59.27	58.21	26	479	131213	63357304

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Lupus vasculitis	207.70	52.13	26	438	548	79743376
Lupus nephritis	164.65	52.13	26	438	2982	79740942
Mitral valve incompetence	106.27	52.13	26	438	28539	79715385
Gastrointestinal disorder	68.99	52.13	26	438	122179	79621745
Febrile neutropenia	53.04	52.13	26	438	230973	79512951

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	P01AX05	ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS ANTIPROTOZOALS AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES Other agents against amoebiasis and other protozoal diseases
MeSH PA	D000871	Anthelmintics
MeSH PA	D000890	Anti-Infective Agents
MeSH PA	D000923	Anticestodal Agents
MeSH PA	D000962	Antimalarials
MeSH PA	D000969	Antinematodal Agents
MeSH PA	D000970	Antineoplastic Agents
MeSH PA	D000977	Antiparasitic Agents
MeSH PA	D000980	Antiplatyhelmintic Agents
MeSH PA	D000981	Antiprotozoal Agents
MeSH PA	D004791	Enzyme Inhibitors
CHEBI has role	CHEBI:38068	antimalarials
CHEBI has role	CHEBI:77402	EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

Disease	Relation	SNOMED_ID	DOID
Giardiasis	indication	58265007	DOID:10718
Pneumothorax	off-label use	36118008
Discoid lupus erythematosus	off-label use	200938002

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	10.19	Basic
pKa2	8.11	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
Alpha-2A adrenergic receptor	GPCR	P08913	ADA2A_HUMAN		Ki	6.07		DRUG MATRIX
Sodium-dependent noradrenaline transporter	Transporter	P23975	SC6A2_HUMAN		Ki	5.54		DRUG MATRIX
5-hydroxytryptamine receptor 2A	GPCR	P28223	5HT2A_HUMAN		Ki	6.12		DRUG MATRIX
Alpha-2B adrenergic receptor	GPCR	P18089	ADA2B_HUMAN		Ki	6.08		DRUG MATRIX
D(3) dopamine receptor	GPCR	P35462	DRD3_HUMAN		Ki	6.35		DRUG MATRIX
Histamine H2 receptor	GPCR	P25021	HRH2_HUMAN		Ki	5.46		DRUG MATRIX
Muscarinic acetylcholine receptor M1	GPCR	P11229	ACM1_HUMAN		Ki	6.45		DRUG MATRIX
Muscarinic acetylcholine receptor M2	GPCR	P08172	ACM2_HUMAN		Ki	6.47		DRUG MATRIX
Muscarinic acetylcholine receptor M3	GPCR	P20309	ACM3_HUMAN		Ki	6.58		DRUG MATRIX
Muscarinic acetylcholine receptor M4	GPCR	P08173	ACM4_HUMAN		Ki	6.56		DRUG MATRIX
Muscarinic acetylcholine receptor M5	GPCR	P08912	ACM5_HUMAN		Ki	5.57		DRUG MATRIX
Aldehyde oxidase	Enzyme	Q06278	AOXA_HUMAN		IC50	5.48		WOMBAT-PK
Alpha-2C adrenergic receptor	GPCR	P18825	ADA2C_HUMAN		Ki	6.25		DRUG MATRIX
Alpha-1D adrenergic receptor	GPCR	P25100	ADA1D_HUMAN		Ki	5.99		DRUG MATRIX
Acetylcholinesterase	Enzyme	P22303	ACES_HUMAN		IC50	5.57		DRUG MATRIX
Major prion protein	Surface antigen	P04156	PRIO_HUMAN		EC50	6.52		CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III)	Ion channel	P35498 Q99250 Q9NY46	SCN1A_HUMAN SCN2A_HUMAN SCN3A_HUMAN		IC50	5.48		CHEMBL
Trypanothione reductase	Enzyme		TYTR_TRYCR		Ki	4.72		CHEMBL
Alpha-1B adrenergic receptor	GPCR		ADA1B_RAT		Ki	5.72		DRUG MATRIX
Cholinesterase	Enzyme		CHLE_HORSE		IC50	5.35		CHEMBL
Riboflavin-binding protein	Unclassified		RBP_CHICK		Kd	6.58		CHEMBL
Cyclooxygenase	Enzyme		PGH1_BOVIN PGH2_BOVIN		IC50	4.49		CHEMBL
Bacterial DNA-directed RNA polymerase	Enzyme		RPOA_ECOLI RPOZ_ECOLI RPOC_ECOLI RPOB_ECOLI		IC50	4.70		CHEMBL
Phospholipase A2 group 1B	Enzyme		PA21B_PIG		IC50	4		CHEMBL
Phospholipase A2 group 1B	Enzyme		PA21B_RAT		IC50	4		CHEMBL
Major prion protein	Unclassified		PRIO_MOUSE		IC50	7.02		CHEMBL

External reference:

ID	Source
4019924	VUID
N0000148009	NUI
D08179	KEGG_DRUG
4018230	VANDF
4019924	VANDF
C0034403	UMLSCUI
CHEBI:8711	CHEBI
QUN	PDB_CHEM_ID
CHEMBL7568	ChEMBL_ID
DB01103	DRUGBANK_ID
237	PUBCHEM_CID
10172	IUPHAR_LIGAND_ID
6151-30-0	SECONDARY_CAS_RN
82092	RXNORM
10011	MMSL
d00158	MMSL
002937	NDDF
004871	NDDF
350225009	SNOMEDCT_US
387363006	SNOMEDCT_US
387445007	SNOMEDCT_US
D011796	MESH_DESCRIPTOR_UI
CHEMBL554190	ChEMBL_ID
CHEMBL2105615	ChEMBL_ID
CHEMBL556980	ChEMBL_ID
396	INN_ID
H0C805XYDE	UNII

Pharmaceutical products:

None