General Information of the Compound
Compound ID
CP0029912
Compound Name
Aralen
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Synonyms
Amokin
Aralen
Aralen HCl
Arechin
Arechine
Arequin
Arolen
Arthrochin
Artrichin
Avlochlor
Avloclor
Bemaco
Bemaphate
Bemasulph
Benaquin
Bipiquin
CU-01000012392-2
Capquin
Chemochin
Chingamin
Chloraquine
Chlorochin
Chlorochine
Chlorochinum
Chloroin
Chloroquin
Chloroquina
Chloroquine
Chloroquine (USP/INN)
Chloroquine (VAN)
Chloroquine Bis-Phosphoric Acid
Chloroquine FNA (TN)
Chloroquine [USAN:INN:BAN]
Chloroquine phosphate
Chloroquinium
Chloroquinum
Chloroquinum [INN-Latin]
Chlorquin
Cidanchin
Clorochina
Clorochina [DCIT]
Cloroquina
Cloroquina [INN-Spanish]
Cocartrit
Dawaquin (TN)
Delagil
Dichinalex
Elestol
Gontochin
Gontochin phosphate
Heliopar
Imagon
Ipsen 225
Iroquine
Khingamin
Klorokin
Lapaquin
Malaquin
Malaquin (*Diphosphate*)
Malaren
Malarex
Mesylith
Miniquine
Neochin
Nivachine
Nivaquine B
Pfizerquine
Quinachlor
Quinagamin
Quinagamine
Quinercyl
Quingamine
Quinilon
Quinoscan
RP 3377
RP-3377
Resochen
Resochin
Resochin (TN)
Resoquina
Resoquine
Reumachlor
Reumaquin
Rivoquine
Ro 01-6014/N2
Ronaquine
Roquine
SN 6718
SN-7618
ST 21
ST 21 (pharmaceutical)
Sanoquin
Silbesan;Siragan
Solprina
Sopaquin
Tanakan
Tanakene
Tresochin
Trochin
W 7618;WIN 244
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Structure
Formula
C18H26ClN3
Molecular Weight
319.88
Canonical SMILES
CCN(CC)CCCC(C)Nc1ccnc2cc(Cl)ccc12
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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)
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InChIKey
WHTVZRBIWZFKQO-UHFFFAOYSA-N
CAS
58175-86-3
58175-87-4
56598-66-4
54-05-7
Physicochemical Property
logP
4.8106
Rotatable Bonds
8
Heavy Atom Count
22
Polar Areas
28.16
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Complexity
22

"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: 2719
SID: 14776983
ChEMBL ID
CHEMBL76
DrugBank ID
DB00608
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: PT01151, Amyloid-beta precursor protein
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y Homo sapiens (Human)  2
1
IC50 = 7000 nM
   TI
   LI
   LO
   TS
2
IC50 = 12800 nM
   TI
   LI
   LO
   TS
Protein ID: PT01020, Beta-secretase 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y Homo sapiens (Human)  2
1
IC50 = 7000 nM
   TI
   LI
   LO
   TS
2
IC50 = 12700 nM
   TI
   LI
   LO
   TS
Protein ID: PT02591, Major prion protein
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000235 ScN2a Mus musculus (Mouse)  1
1
EC50 = 4000 nM
   TI
   LI
   LO
   TS
Protein ID: PT05155, Nuclear receptor subfamily 4 group A member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 47000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 50000 nM
Clinical Information about the Compound
Drug 1 ( Chloroquine )
Drug Name Chloroquine
Company Medreich Sterilab Ltd
Indication
Malaria
Approved
Target(s)
Duffy antigen chemokine receptor (ACKR1)
Modulator
Drug 2 ( Chloroquine )
Drug Name Chloroquine
Company Medreich Sterilab Ltd
Indication
Coronavirus Disease 2019 (COVID-19)
Phase 3
Malaria
Withdrawn from market
Middle East Respiratory Syndrome (MERS)
Investigative
Severe acute respiratory syndrome (SARS)
Investigative