General Information of the Compound
Compound ID
CP0066164
Compound Name
4-[(7-chloroquinolin-4-yl)amino]-2-[(diethylamino)methyl]phenol
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Synonyms
AMODIAQUINE, FLAVOQUINE
Amodiachin
Amodiachinum
Amodiaquin
Amodiaquina
Amodiaquina [INN-Spanish]
Amodiaquine
Amodiaquine (USAN/INN)
Amodiaquine USP24
Amodiaquine [USAN:INN:BAN]
Amodiaquine hydrochloride
Amodiaquine, ring-closed
Amodiaquinum
Amodiaquinum [INN-Latin]
Basoquin
CAM-AQ 1
CAM-AQI
CQA
Cam-AQ1
Camochin
Camoquin
Camoquin (TN)
Camoquinal
Camoquine
Flavoquin
Flavoquine
Flavoquine (TN)
Miaquin
S. N. 10751
SN 10,751
SN 10751
Sunoquine
WR-002977
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Structure
Formula
C20H22ClN3O
Molecular Weight
355.869
Canonical SMILES
CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O
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InChI
InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)
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InChIKey
OVCDSSHSILBFBN-UHFFFAOYSA-N
CAS
86-42-0
Physicochemical Property
logP
5.1792
Rotatable Bonds
6
Heavy Atom Count
25
Polar Areas
48.39
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
25

"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: 2165
SID: 15374079
ChEMBL ID
CHEMBL682
DrugBank ID
DB00613
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
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y
 Cell Line Info 
Homo sapiens (Human)  2
1
IC50 = 4000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 5400 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT05155, Nuclear receptor subfamily 4 group A member 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T
 Cell Line Info 
Homo sapiens (Human)  3
1
EC50 = 36000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
EC50 = 41000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
EC50 = 82000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 20000 nM
Clinical Information about the Compound
Drug 1 ( Amodiaquine )
Drug Name Amodiaquine
Indication
Malaria
Approved
Target(s)
Histamine N-methyltransferase (HNMT)
 Target Info 
Inhibitor
Drug 2 ( Amodiaquine )
Drug Name Amodiaquine
Indication
Malaria
Withdrawn from market
Severe acute respiratory syndrome (SARS)
Preclinical
Middle East Respiratory Syndrome (MERS)
Preclinical