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Compound Detail

CHEMBL310555

OXYQUINOLINE
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Oc1cccc2cccnc12

Basic Information

ChEMBL ID CHEMBL310555
Name OXYQUINOLINE
Phase Preclinical
Structure Type MOL
InChI Key MCJGNVYPOGVAJF-UHFFFAOYSA-N

Known Names

8-hydroxyquinoline Hydroxyquinoline J2.960B NSC-2039 NSC-285166 NSC-402623 NSC-48037 NSC-54230 NSC-615011 NSC-82404 NSC-82405 NSC-82409 +5 more
22
Targets
54
Activities
3
Assay Types
0
PK Parameters
20
Publications
17
Known Names
1
Indications

Molecular Properties

145.2
MW (Da)
1.94
ALogP
2
HBA
1
HBD
33.1
PSA (Ų)
0.61
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1978

Extended Properties

Molecular Formula C9H7NO
MW 145.16
Aromatic Rings 2
Heavy Atoms 11
NP-Likeness -0.30

Indications

Infections

ATC Classification

A01AB07
oxyquinoline
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: STOMATOLOGICAL PREPARATIONS
D08AH03
oxyquinoline
Level 1: DERMATOLOGICALS
Level 2: ANTISEPTICS AND DISINFECTANTS
G01AC30
oxyquinoline
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
R02AA14
oxyquinoline
Level 1: RESPIRATORY SYSTEM
Level 2: THROAT PREPARATIONS

Activity Summary

IC50 48 meas. best 8.54
EC50 3 meas. best 4.96
Ki 3 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
No relevant target
CHEMBL2362975
IC50 8.54 8.54 2.9 1
Bacterial leucyl aminopeptidase
CHEMBL3750
Ki 6.8 6.8 160.0 1
Toxoplasma gondii
CHEMBL612888
IC50 6.67 6.67 213.0 1
Unchecked
CHEMBL612545
Ki 6.24 6.24 580.0 1
Unchecked
CHEMBL612545
IC50 6.11 5.238 770.0 5
Methionine aminopeptidase 2
CHEMBL3922
IC50 5.9 5.6133 1270.0 3
Catechol O-methyltransferase
CHEMBL2023
IC50 5.8 5.65 1584.9 2
FM3A
CHEMBL614297
IC50 5.68 5.68 2100.0 1
MES-SA/Dx5
CHEMBL613827
IC50 5.66 5.5667 2187.8 3
Botulinum neurotoxin type A
CHEMBL5192
IC50 5.41 5.41 3900.0 1
MES-SA
CHEMBL614343
IC50 5.3 5.2967 5011.9 3
HCT-116
CHEMBL394
IC50 5.22 4.905 6000.0 4
A549
CHEMBL392
IC50 5.18 4.7233 6580.0 3
PANC-1
CHEMBL614139
IC50 5.13 4.7533 7430.0 3
SW1990
CHEMBL1075592
IC50 4.99 4.74 10230.0 2
Histone deacetylase 8
CHEMBL3192
EC50 4.96 4.96 11100.0 1
Methionine aminopeptidase 1
CHEMBL2474
IC50 4.89 4.78 12900.0 2
HeLa
CHEMBL399
IC50 4.87 4.66 13500.0 2
PC-3
CHEMBL390
IC50 4.84 4.67 14360.0 2
Unchecked
CHEMBL612545
EC50 4.75 4.75 17894.0 1
MCF7
CHEMBL387
IC50 4.68 4.68 21060.0 1
Catechol O-methyltransferase
CHEMBL2372
IC50 4.67 4.67 21379.6 1
HepG2
CHEMBL395
IC50 4.49 4.49 32100.0 1
72 kDa type IV collagenase
CHEMBL333
IC50 3.89 3.89 130000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
No relevant target IC50 = 2.9 nM 8.54 Antioxidant activity against AAPH-induced peroxyl radicals assessed as trolox eq... 20545360
Bacterial leucyl aminopeptidase Ki = 160.0 nM 6.8 Inhibition of Aeromonas proteolytica aminopeptidase assessed as hydrolysis of Le... -
Toxoplasma gondii IC50 = 213.0 nM 6.67 Antiparasitic activity against Toxoplasma gondii after 4 days by chlorophenol re... 28242275
Unchecked Ki = 580.0 nM 6.24 Inhibition of Aeromonas proteolytica aminopeptidase 34779640
Unchecked IC50 = 770.0 nM 6.11 Inhibition of Escherichia coli MetAP 20621724
Unchecked IC50 = 900.0 nM 6.05 Inhibition of Rickettsia prowazekii str. Madrid E N-terminal His-tagged methioni... 28089350
Methionine aminopeptidase 2 IC50 = 1270.0 nM 5.9 Inhibition of recombinant full length human N-terminal GST/His6-tagged methionin... 28089350
Catechol O-methyltransferase IC50 = 1584.89 nM 5.8 Inhibition of c-terminal hexa-His tagged human MB-COMT expressed in HEK293 cell ... 30272964
Methionine aminopeptidase 2 IC50 = 2030.0 nM 5.69 Inhibition of human methionine aminopeptidase 2 24376907
FM3A IC50 = 2100.0 nM 5.68 Inhibit growth of FM3A cells by 50% 1732542
MES-SA/Dx5 IC50 = 2187.76 nM 5.66 Cytotoxicity against multidrug resistance human MES-SA/Dx5 cells assessed as cel... 35613553
MES-SA/Dx5 IC50 = 3040.0 nM 5.52 Cytotoxicity against multidrug resistance human MES-SA/Dx5 cells assessed as cel... 35613553
MES-SA/Dx5 IC50 = 3019.95 nM 5.52 Cytotoxicity against multidrug resistance human MES-SA/Dx5 cells assessed as cel... 35613553
Catechol O-methyltransferase IC50 = 3162.28 nM 5.5 Inhibition of c-terminal hexa-His tagged human MB-COMT (unknown origin) 30272964
Botulinum neurotoxin type A IC50 = 3900.0 nM 5.41 Inhibition of protease activity of recombinant full length Clostridium botulinum... 28043798
MES-SA IC50 = 5011.87 nM 5.3 Cytotoxicity against human MES-SA cells assessed as cell growth inhibition incub... 35613553
MES-SA IC50 = 5040.0 nM 5.3 Cytotoxicity against human MES-SA cells assessed as cell growth inhibition incub... 35613553
MES-SA IC50 = 5128.61 nM 5.29 Cytotoxicity against human MES-SA cells assessed as cell growth inhibition incub... 35613553
Methionine aminopeptidase 2 IC50 = 5600.0 nM 5.25 Inhibition of human MetAP2 expressed in baculovirus infected Sf9 cells 20621724
HCT-116 IC50 = 6000.0 nM 5.22 Antiproliferative activity against human HCT116 cells after 72 hrs by Cell Titer... 28191850

Literature References

Data from ChEMBL 36 via Core Engine