General
Preferred name
QUINACRINE
Synonyms
QUINACRINE HYDROCHLORIDE ()
mepacrine ()
QUINACRINE DIHYDROCHLORIDE ()
SN-390 ()
Mepacrine dihydrochloride ()
Quinacrine 2HCl ()
Quinacrine (HCl) ()
Quinacrine dihydrochloride hydrate ()
Mepacrine (dihydrochloride) ()
SN-390 (dihydrochloride) ()
Quinacrine (dihydrochloride) ()
QUINACRINE DIHYDROCHLORIDE DIHYDRATE ()
Mepacrine Dihydrochloride Dihydrate ()
Quinacrine (hydrochloride hydrate) ()
Atabrine ()
GNF-Pf-5448 ()
Quinacrine hcl ()
NSC-14229 ()
Mepacrine hydrochloride anhydrous ()
Mepacrine hydrochloride dihydrate ()
Mepacrine hydrochloride ()
NSC-757307 ()
P&D ID
PD009806
CAS
6151-30-0
133347-98-5
83-89-6
66777-81-9
130-42-7
69-05-6
Tags
available
natural product
drug
drug candidate
nuisance
First approval
1933
Drug indication
Discovery agent
Drug Status
investigational
approved
Max Phase
2.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Mepacrine is an acridine derivative with antiprotozoal activity. Historically used as an antimalarial drug it is now used off-license as an immunomodulatory agent.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY. (GtoPdb)
DESCRIPTION Monoamine oxidase (MAO) inhibitor; antimalarial (LOPAC library)
DESCRIPTION Quinacrine dihydrochloride is the dihydrochloride salt of the 9-aminoacridine derivative quinacrine with potential antineoplastic and antiparasitic activities. Quinacrine may inhibit the transcription and activity of both basal and inducible nuclear factor-kappaB (NF-kappaB), which may result in the induction of tumor suppressor p53 transcription, the restoration of p53-dependent apoptotic pathways, and tumor cell apoptosis. Continuous NF-kappaB signaling, present in many tumors and in chronic inflammatory processes, promotes the expression of antiapoptotic proteins and cytokines while downregulating the expression of proapoptotic proteins, such as p53. (BOC Sciences Bioactive Compounds)
Cell lines
15
Organisms
9
Compound Sets
25
AdooQ Bioactive Compound Library
A13242
BOC Sciences Bioactive Compounds
quinacrine-hydrochloride-cas-69-05-6-356884
Cayman Chemical Bioactives
15041
ChEMBL Drugs
CHEMBL2105615
CHEMBL7568
CZ-OPENSCREEN Bioactive Library
DrugBank
DB01103
DrugCentral
2338
DrugCentral Approved Drugs
2338
DrugMAP
DMU8L7C
DrugMatrix
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS100011
Guide to Pharmacology
10172
LOPAC library
MedChem Express Bioactive Compound Library
HY-13735A
NIH Mechanistic Set
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Nuisance compounds in cellular assays
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
quinacrine-2hcl
quinacrine-dihydrochloride-dihydrate
TargetMol Bioactive Compound Library
T0942
The Spectrum Collection
External IDs
87
Properties
(calculated by RDKit )
Molecular Weight
399.21
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
9
Ring Count
3
Aromatic Ring Count
3
cLogP
5.97
TPSA
37.39
Fraction CSP3
0.43
Chiral centers
1.0
Largest ring
6.0
QED
0.45
Structural alerts
2
amino_acridine_A(46)
c:1:c:2:c(:c:c:c:1):n:c:3:c(:c:2-[#7]):c:c:c:c:3
PAINS Family B
CAD
Nuisance compounds in cellular assays
Related compounds
Custom attributes
(extracted from source data)
Selectivity
MAO
Pathway
GPCR/G protein
DNA Damage/DNA Repair
Metabolism
Immunology/Inflammation
Neuroscience
Anti-infection
Apoptosis
Autophagy
Target
DNA
Histamine N-methyltransferase
PLA2
PLCLP
Mitophagy
Parasite
Phospholipase (e.g. PLA)
Member status
member
MOA
TP53 Expression Enhancers
Secretory Phospholipase A2 (sPLA2) Inhibitors
Cytokine Production Inhibitors
NF-kappaB (NFKB) Activation Inhibitors
Source data