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Compound Detail

CHEMBL309339

SALICYLHYDROXAMIC ACID
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O=C(NO)c1ccccc1O

Basic Information

ChEMBL ID CHEMBL309339
Name SALICYLHYDROXAMIC ACID
Phase Preclinical
Structure Type MOL
InChI Key HBROZNQEVUILML-UHFFFAOYSA-N
6
Targets
20
Activities
3
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

153.1
MW (Da)
0.51
ALogP
3
HBA
3
HBD
69.6
PSA (Ų)
0.41
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C7H7NO3
MW 153.14
Aromatic Rings 1
Heavy Atoms 11
NP-Likeness -0.42

Activity Summary

IC50 12 meas. best 5.52
EC50 7 meas. best 5.16
Kd 1 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Myeloperoxidase
CHEMBL2439
Kd 5.7 5.7 2000.0 1
Myeloperoxidase
CHEMBL2439
IC50 5.52 5.52 3000.0 1
Alternative oxidase, mitochondrial
CHEMBL4295594
IC50 5.23 5.23 5930.0 1
Unchecked
CHEMBL612545
IC50 5.23 5.2067 5930.0 3
Trypanosoma brucei brucei
CHEMBL612851
EC50 5.16 4.6986 7000.0 7
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL312
IC50 4.52 4.52 30000.0 2
Plasmodium falciparum
CHEMBL364
IC50 4.45 4.37 35481.3 4

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Myeloperoxidase Kd = 2000.0 nM 5.7 Binding affinity to recombinant human myeloperoxidase 22793255
Myeloperoxidase IC50 = 3000.0 nM 5.52 Inhibition of recombinant human myeloperoxidase 22793255
Alternative oxidase, mitochondrial IC50 = 5930.0 nM 5.23 Inhibition of recombinant Trypanosoma brucei brucei alternative oxidase using ub... 30258542
Unchecked IC50 = 5930.0 nM 5.23 Inhibition of recombinant N-terminal His6 tagged SUMO-fused Trypanosoma brucei b... 29544150
Unchecked IC50 = 5930.0 nM 5.23 Inhibition of recombinant MTS-deficient N-terminal His6-tagged and SUMO-tagged T... 28112515
Trypanosoma brucei brucei EC50 = 7000.0 nM 5.16 Trypanocidal activity against bloodstream trypomastigote stage of wild-type Tryp... 28112515
Unchecked IC50 = 7000.0 nM 5.16 Inhibitory Effects on Recombinant AOX Protein: Table 1 summarises the concentrat... -
Trypanosoma brucei brucei EC50 = 7000.0 nM 5.16 Anti-parasitic activity against bloodstream trypomastigote stage of wild-type Tr... 29544150
Trypanosoma brucei brucei EC50 = 8900.0 nM 5.05 Anti-parasitic activity against bloodstream trypomastigote stage of Trypanosoma ... 29544150
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 30000.0 nM 4.52 In vitro inhibitory activity against 5-lipoxygenase in rat basophilic leukemia c... 2308149
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 30199.52 nM 4.52 Logarithmic value of inhibitory concentration against 5-lipoxygenase in rat baso... 2308149
Trypanosoma brucei brucei EC50 = 31900.0 nM 4.5 Anti-parasitic activity against bloodstream trypomastigote stage of Trypanosoma ... 29544150
Plasmodium falciparum IC50 = 35700.0 nM 4.45 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 aft... 18362073
Plasmodium falciparum IC50 = 35481.34 nM 4.45 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 aft... 18362073
Trypanosoma brucei brucei EC50 = 38700.0 nM 4.41 Anti-parasitic activity against bloodstream trypomastigote stage of wild-type Tr... 29544150
Trypanosoma brucei brucei EC50 = 38700.0 nM 4.41 Anti-parasitic activity against bloodstream trypomastigote stage of wild-type Tr... 28112515
Plasmodium falciparum IC50 = 51300.0 nM 4.29 Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2 aft... 18362073
Plasmodium falciparum IC50 = 51286.14 nM 4.29 Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2 aft... 18362073
Trypanosoma brucei brucei EC50 = 62900.0 nM 4.2 Antiparasitic activity against bloodstream trypomastigote stage of wild type Try... 30258542

Literature References

PubMed DOI Target Context # Activities
29544150 10.1016/j.ejmech.2018.02.075 Trypanosoma brucei brucei 7
28112515 10.1021/acs.jmedchem.6b01740 Trypanosoma brucei brucei 7
18362073 10.1016/j.bmc.2008.03.005 Plasmodium falciparum 4
2308149 10.1021/jm00165a017 Polyunsaturated fatty acid 5-lipoxygenase 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL3301361 No relevant target 2
458812 10.1021/jm00191a027 L1210 2
19685448 10.1002/ps.1820 Botrytis cinerea 2
22793255 10.1021/jm3007245 Myeloperoxidase 2
18086841 10.1128/aac.00642-07 Trypanosoma brucei brucei 2
24262887 10.1016/j.bmc.2013.10.037 Indoleamine 2,3-dioxygenase 1 1
458812 10.1021/jm00191a027 Unchecked 1
- 10.6019/CHEMBL3301361 ADMET 1
18952446 10.1016/j.bmc.2008.10.013 Unchecked 1
26487910 10.1021/acsmedchemlett.5b00287 Myeloperoxidase 1
18952446 10.1016/j.bmc.2008.10.013 Peptidylglycine alpha-amidating monooxygenase 1
28112515 10.1021/acs.jmedchem.6b01740 Trypanosoma congolense 1
28112515 10.1021/acs.jmedchem.6b01740 HEK-293T 1
28112515 10.1021/acs.jmedchem.6b01740 HFF 1
17157014 10.1016/j.bmcl.2006.11.053 Unchecked 1

Data from ChEMBL 36 via Core Engine