General Information of the Compound
Compound ID
CP0076708
Compound Name
CHEBI:5801
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Synonyms
Gen-Hydroxychloroquine 200mg Tablets
HCQ
Hidroxicloroquina
Hidroxicloroquina [INN-Spanish]
Hydroxychlorochin
Hydroxychloroguine
Hydroxychloroquine
Hydroxychloroquine (INN);Hydroxychloroquine [INN:BAN]
Hydroxychloroquine Sulfate (1:1) Salt
Hydroxychloroquinum
Hydroxychloroquinum [INN-Latin]
Idrossiclorochina
Idrossiclorochina [DCIT]
Oxichlorochinum
Oxichloroquine
Oxychlorochin
Oxychloroquine
Plaquenil (TN)
Polirreumin
Polirreumin (TN)
Quensyl
WIN 1258
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Structure
Formula
C18H26ClN3O
Molecular Weight
335.879
Canonical SMILES
CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12
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InChI
InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)
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InChIKey
XXSMGPRMXLTPCZ-UHFFFAOYSA-N
CAS
118-42-3
Physicochemical Property
logP
3.783
Rotatable Bonds
9
Heavy Atom Count
23
Polar Areas
48.39
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 3652
SID: 14777730
ChEMBL ID
CHEMBL1535
DrugBank ID
DB01611
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT02160, Toll-like receptor 7
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000870 HEK-Blue Null1-v
 Cell Line Info 
Homo sapiens (Human)  2
1
IC50 = 800 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 8600 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 800 nM
Protein ID: PT01922, Toll-like receptor 9
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000870 HEK-Blue Null1-v
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 110 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Hydroxychloroquine )
Drug Name Hydroxychloroquine
Company Concordia Pharmaceuticals Inc
Indication
Malaria
Approved
Target(s)
Toll-like receptor 7 (TLR7)
 Target Info 
Antagonist
Drug 2 ( Hydroxychloroquine )
Drug Name Hydroxychloroquine
Company Concordia Pharmaceuticals Inc
Indication
Malaria
Approved
Coronavirus Disease 2019 (COVID-19)
Phase 3