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Compound InformationSONAR Target prediction
Name:

QUINACRINE HYDROCHLORIDE

Unique Identifier:SPE01500522
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:
Molecular Weight:440.624 g/mol
X log p:13.398  (online calculus)
Lipinksi Failures1
TPSA24.83
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:4
Rotatable Bond Count:9
Canonical Smiles:Cl.Cl.CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc21
Source:synthetic
Therapeutics:anthelmintic, antimalarial, intercalating agent
Generic_name:Quinacrine
Chemical_iupac_name:N--(6-chloro-2-methoxy-acridin-9-yl)-N,N-diethyl-pentane-1,4-diamine
Drug_type:Approved Drug
Kegg_compound_id:C07339
Drugbank_id:APRD00317
Melting_point:248-250 oC
H2o_solubility:Slight
Logp:5.388
Isoelectric_point:10.3
Cas_registry_number:83-89-6
Drug_category:Antihelmintics; Antiprotozoals; Antineoplastic Agents; Antinematodal Agents;
Antimalarials; Anticestodal Agents; Enzyme Inhibitors
Indication:For the treatment of giardiasis and cutaneous leishmaniasis and the management of
malignant effusions.
Pharmacology:Quinacrine has been used as an antimalarial drug and as an antibiotic. It is used to
treat giardiasis, a protozoal infection of the intestinal tract, and certain types
of lupus erythematosus, an inflammatory disease that affects the joints, tendons,
and other connective tissues and organs. Quinacrine may be injected into the space
surrounding the lungs to prevent reoccurrence of pneumothorax. The exact way in
which quinacrine works is unknown. It appears to interfere with the parasite-s
metabolism.
Mechanism_of_action:The exact mechanism of antiparasitic action is unknown; however, quinacrine binds to
deoxyribonucleic acid (DNA) in vitro by intercalation between adjacent base pairs,
inhibiting transcription and translation to ribonucleic acid (RNA). Quinacrine does
not appear to localize to the nucleus of Giaridia trophozoites, suggesting that DNA
binding may not be the primary mechanism of its antimicrobial action. Fluorescence
studies using Giardia suggest that the outer membranes may be involved. Quinacrine
inhibits succinate oxidation and interferes with electron transport. In addition, by
binding to nucleoproteins, quinacrine suppress the lupus erythematous cell factor
and acts as a strong inhibitor of cholinesterase.
Organisms_affected:Parasitic protozoa and helminths

Found: 97 active | as graph: single | with analogs 2 3 4 5 6 7 8 9 10  Next >> [97]
Species: 4932
Condition: BCK1
Replicates: 2
Raw OD Value: r im 0.5885±0.010748
Normalized OD Score: sc h 0.6448±0.000343977
Z-Score: -7.3926±0.124008
p-Value: 0.000000000000175806
Z-Factor: 0.778071
Fitness Defect: 29.3694
Bioactivity Statement: Active
Experimental Conditions
Library:Spectrum_ED
Plate Number and Position:4|H2
Drug Concentration:50.00 nM
OD Absorbance:595 nm
Robot Temperature:30.00 Celcius
Date:2010-08-10 YYYY-MM-DD
Plate CH Control (+):0.10125±0.01065
Plate DMSO Control (-):0.9452499999999999±0.01954
Plate Z-Factor:0.8785
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DBLink | Rows returned: 82 Next >> 
237 N--(6-chloro-2-methoxy-acridin-9-yl)-N,N-diethyl-pentane-1,4-diamine
6239 N--(6-chloro-2-methoxy-acridin-9-yl)-N,N-diethyl-pentane-1,4-diamine dihydrochloride
22527 4-(6-chloro-2-methoxy-acridin-9-yl)ammoniopentyl-diethyl-azanium dichloride
446536 (4R)-N--(6-chloro-2-methoxy-acridin-9-yl)-N,N-diethyl-pentane-1,4-diamine
2725002 N--(6-chloro-2-methoxy-acridin-9-yl)-N,N-diethyl-pentane-1,4-diamine dihydrate dihydrochloride
5351141 N--(6-chloro-2-methoxy-acridin-9-yl)-N,N-diethyl-pentane-1,4-diamine hydrochloride

internal high similarity DBLink | Rows returned: 1
LOPAC 00629 1.0000

active | Cluster 1527 | Additional Members: 5 | Rows returned: 2
LOPAC 00629 0
Prest650 0

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