AMODIAQUINE

Search structure
Synonyms:
Status: Approved (1982)
Entry Type: Small molecule
Molecule Category: Parent
ATC: P01BA06
UNII: 220236ED28

Structure
InChI Key OVCDSSHSILBFBN-UHFFFAOYSA-N
Smile CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H22ClN3O
Molecular Weight 355.87
AlogP 5.18
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 48.39
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 25.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- 41000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 640 - - -
Enzyme Hydrolase
- - - - 0.4651
Enzyme Transferase
- - - - 14.5
Enzyme
- 41000 - - 0.4651
Membrane receptor
- 4000-5400 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 4 Nuclear hormone receptor subfamily 4 group A Nuclear hormone receptor subfamily 4 group A member 2
20000-82000 - - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 77760 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Malaria 4 D008288 ClinicalTrials
Malaria, Falciparum 3 D016778 ClinicalTrials
Malaria, Vivax 3 D016780 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Fever 3 D005334 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 86-42-0
ChEBI 2674
ChEMBL CHEMBL682
DrugBank DB00613
DrugCentral 186
EPA CompTox DTXSID2022597
FDA SRS 220236ED28
Human Metabolome Database HMDB0014751
Guide to Pharmacology 10018
KEGG C07626
PDB CQA
PharmGKB PA448404
PubChem 2165
SureChEMBL SCHEMBL44152
ZINC ZINC000000608172
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