Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1197091

HALOFUGINONE
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
O=C(CC1NCCCC1O)Cn1cnc2cc(Br)c(Cl)cc2c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1197091
Name HALOFUGINONE
Phase Phase II
Structure Type MOL
InChI Key LVASCWIMLIKXLA-UHFFFAOYSA-N

Known Names

Halofuginon Halofuginona Halofuginone Ht-100
4
Targets
13
Activities
3
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications

Molecular Properties

414.7
MW (Da)
1.88
ALogP
6
HBA
2
HBD
84.2
PSA (Ų)
0.80
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Year 1981

Extended Properties

Molecular Formula C16H17BrClN3O3
MW 414.69
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.09

Indications

Muscular Dystrophy, Duchenne

Activity Summary

Kd 7 meas. best 6.67
IC50 4 meas. best 7.77
EC50 2 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Toxoplasma gondii
CHEMBL612888
 EC50 8.85 8.85 1.4 1
Plasmodium berghei
CHEMBL612653
 EC50 7.77 7.77 17.0 1
Plasmodium berghei
CHEMBL612653
 IC50 7.77 7.77 17.0 1
Nuclear factor erythroid 2-related factor 2
CHEMBL1075094
 IC50 7.65 7.54 22.3 2
Unchecked
CHEMBL612545
 Kd 6.67 5.81 216.0 4
Unchecked
CHEMBL612545
 IC50 6.18 6.18 660.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Toxoplasma gondii EC50 = 1.4 nM 8.85 Antiparasitic activity against Toxoplasma gondii 31585276
Plasmodium berghei EC50 = 17.0 nM 7.77 Antimalarial activity against liver stage of Plasmodium berghei ANKA -
Plasmodium berghei IC50 = 17.0 nM 7.77 Antiplasmodial activity against liver stage Plasmodium berghei infected in human... 23701465
Nuclear factor erythroid 2-related factor 2 IC50 = 22.3 nM 7.65 Inhibition of NRF2 in human KYSE-70 cells 39241669
Nuclear factor erythroid 2-related factor 2 IC50 = 37.2 nM 7.43 Inhibition of NRF2 in human A549 cells 39241669
Unchecked Kd = 216.0 nM 6.67 Binding affinity to methicillin-resistant Staphylococcus aureus ProRS expressed ... 36394909
Unchecked Kd = 423.0 nM 6.37 Binding affinity to methicillin-resistant Staphylococcus aureus ProRS expressed ... 36394909
Unchecked IC50 = 660.0 nM 6.18 Inhibition of methicillin-resistant Staphylococcus aureus ProRS expressed in Esc... 36394909
Unchecked Kd = 5510.0 nM 5.26 Binding affinity to methicillin-resistant Staphylococcus aureus ProRS expressed ... 36394909
Unchecked Kd = 11600.0 nM 4.94 Binding affinity to methicillin-resistant Staphylococcus aureus ProRS expressed ... 36394909

Literature References

PubMed DOI Target Context # Activities
36394909 10.1021/acs.jmedchem.2c01496 Unchecked 16
36394909 10.1021/acs.jmedchem.2c01496 Staphylococcus aureus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
36394909 10.1021/acs.jmedchem.2c01496 Proline--tRNA ligase 4
32980741 10.1016/j.ejmech.2020.112848 Unchecked 3
31821989 10.1016/j.ejmech.2019.111941 Unchecked 3
20014752 10.1021/tx900326k Hepatotoxicity 3
31821989 10.1016/j.ejmech.2019.111941 Staphylococcus aureus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
32980741 10.1016/j.ejmech.2020.112848 Staphylococcus aureus 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
39241669 10.1016/j.ejmech.2024.116822 Nuclear factor erythroid 2-related factor 2 2
23701465 10.1021/jm400246e Unchecked 2
31821989 10.1016/j.ejmech.2019.111941 Escherichia coli 1
31821989 10.1016/j.ejmech.2019.111941 Salmonella enterica 1
31821989 10.1016/j.ejmech.2019.111941 Enterococcus faecalis 1
31585276 10.1016/j.ejmech.2019.111711 Toxoplasma gondii 1
- 10.1039/C6MD00274A Plasmodium berghei 1
23701465 10.1021/jm400246e Plasmodium berghei 1

Data from ChEMBL 36 via Core Engine