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Compound Detail

CHEMBL588934

HYDROQUININE
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CC[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccc(OC)cc12

Basic Information

ChEMBL ID CHEMBL588934
Name HYDROQUININE
Phase Preclinical
Structure Type MOL
InChI Key LJOQGZACKSYWCH-WZBLMQSHSA-N

Known Names

(-)-10,11-dihydroquinine (-)-hydroquinine 10,11-dihydroquinine Dihydroquinine Hydroquinine NSC-41799
3
Targets
3
Activities
2
Assay Types
0
PK Parameters
20
Publications
6
Known Names

Molecular Properties

326.4
MW (Da)
3.40
ALogP
4
HBA
1
HBD
45.6
PSA (Ų)
0.94
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C20H26N2O2
MW 326.44
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 0.60

ATC Classification

M09AA01
hydroquinine
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: OTHER DRUGS FOR DISORDERS OF THE MUSCULO-SKELETAL SYSTEM

Activity Summary

IC50 2 meas. best 4.33
Ki 1 meas. best 5.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 2D6
CHEMBL289
Ki 5.4 5.4 4000.0 1
MES-SA/Dx5
CHEMBL613827
IC50 4.33 4.33 47000.0 1
MES-SA
CHEMBL614343
IC50 4.32 4.32 48000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
- 10.6019/CHEMBL4651402 Vero C1008 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 1
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent noradrenaline transporter 1
37468498 10.1038/s41467-023-40064-9 Acetylcholinesterase 1
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
8487254 10.1021/jm00061a004 Cytochrome P450 2D6 1
35640378 10.1016/j.bmc.2022.116855 Unchecked 1
35640378 10.1016/j.bmc.2022.116855 MES-SA/Dx5 1
35640378 10.1016/j.bmc.2022.116855 MES-SA 1
30779564 10.1021/acs.jmedchem.8b01353 Streptococcus pneumoniae 1
30779564 10.1021/acs.jmedchem.8b01353 HepG2 1

Data from ChEMBL 36 via Core Engine