CHLOROQUINE

Search structure
Synonyms:
Status: Approved (1949)
Entry Type: Small molecule
Molecule Category: Parent
ATC: P01BA01
UNII: 886U3H6UFF

Structure
InChI Key WHTVZRBIWZFKQO-UHFFFAOYSA-N
Smile CCN(CC)CCCC(C)Nc1ccnc2cc(Cl)ccc12
InChI
InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H26ClN3
Molecular Weight 319.88
AlogP 4.81
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 8.0
Polar Surface Area 28.16
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 22.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - - 112-134
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 111-113
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 114-128
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 90-99
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 102-110
Enzyme Oxidoreductase
- 30-30 - - -
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A1A subfamily
- 7000-12700 - - -
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C1A family
- 200 - - -
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M27 family
- - - - 6
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 2500-2512 - 7500 39-71
Membrane receptor Toll-like and Il-1 receptors
- - - - 23
Membrane receptor
- 7000-12800 - - 20-57
Other cytosolic protein
- 77-76500 - - 86-87
Surface antigen
4000 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 46
Unclassified protein
- - 2100 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Glioblastoma 3 D005909 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Malaria, Vivax 3 D016780 ClinicalTrials
Malaria, Falciparum 3 D016778 ClinicalTrials
Arthritis, Rheumatoid 3 D001172 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Influenza, Human 2 D007251 ClinicalTrials
Multiple Myeloma 2 D009101 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials
Brain Diseases 2 D001927 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Anemia, Sickle Cell 2 D000755 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Acquired Immunodeficiency Syndrome 2 D000163 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Gliosarcoma 1 D018316 ClinicalTrials
Small Cell Lung Carcinoma 1 D055752 ClinicalTrials
Severe Dengue 1 D019595 ClinicalTrials
Pancreatic Neoplasms 1 D010190 ClinicalTrials
Carcinoma, Intraductal, Noninfiltrating 1 D002285 ClinicalTrials

Related Entries

Scaffolds

Salt
Salt
Salt
UNKNOWN

Cross References

Resources Reference
CAS NUMBER 54-05-7
ChEBI 3638
ChEMBL CHEMBL76
DrugBank DB00608
DrugCentral 607
EPA CompTox DTXSID2040446
FDA SRS 886U3H6UFF
Human Metabolome Database HMDB0014746
Guide to Pharmacology 5535
KEGG C07625
PharmGKB PA448948
PubChem 2719
SureChEMBL SCHEMBL8933
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