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Compound Detail

CHEMBL336467

FUROXAN
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N#Cc1c(-c2ccccc2)no[n+]1[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL336467
Name FUROXAN
Phase Preclinical
Structure Type MOL
InChI Key PMYJGTWUVVVOFO-UHFFFAOYSA-N
5
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

187.2
MW (Da)
0.85
ALogP
4
HBA
0
HBD
76.8
PSA (Ų)
0.62
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H5N3O2
MW 187.16
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness -1.07

Activity Summary

IC50 12 meas. best 7.23
EC50 3 meas. best 8.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rattus norvegicus
CHEMBL376
 EC50 8.64 8.33 2.3 2
Plasmodium falciparum
CHEMBL364
 IC50 7.23 5.2038 59.0 8
Homo sapiens
CHEMBL372
 IC50 6.7 6.04 199.0 2
Thioredoxin glutathione reductase
CHEMBL6110
 IC50 5.3 5.25 5000.0 2
Multidrug resistance-associated protein 1
CHEMBL3004
 EC50 4.38 4.38 42000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rattus norvegicus EC50 = 2.3 nM 8.64 Compound was tested for its vasodilator effects on endothelium-denuded strips of... 7996554
Rattus norvegicus EC50 = 9.5 nM 8.02 Compound was tested for its vasodilator effects on endothelium-denuded strips of... 7996554
Plasmodium falciparum IC50 = 59.0 nM 7.23 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 in... 23205265
Homo sapiens IC50 = 199.0 nM 6.7 Compound was tested for its inhibitory activity against platelet aggregation ind... 7996554
Homo sapiens IC50 = 4200.0 nM 5.38 Compound was tested for its inhibitory activity against platelet aggregation ind... 7996554
Thioredoxin glutathione reductase IC50 = 5000.0 nM 5.3 Inhibition of Schistosoma mansoni recombinant thioredoxin glutathione reductase ... 25016371
Thioredoxin glutathione reductase IC50 = 6300.0 nM 5.2 Inhibition of Schistosoma mansoni TGR 19761212
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Multidrug resistance-associated protein 1 EC50 = 42000.0 nM 4.38 Inhibition of MRP1 expressed in MDCK cells assessed as calcein AM accumulation b... 20684594

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
19761212 10.1021/jm901021k Schistosoma mansoni 7
25016371 10.1016/j.ejmech.2014.07.007 Schistosoma mansoni 5
19761212 10.1021/jm901021k Thioredoxin glutathione reductase 5
7996554 10.1021/jm00051a020 Rattus norvegicus 4
18024584 10.1073/pnas.0709695104 H4 4
19761212 10.1021/jm901021k No relevant target 3
19761212 10.1021/jm901021k Unchecked 3
33479649 10.1039/D0MD00062K Schistosoma mansoni 3
19761212 10.1021/jm901021k Caco-2 2
19761212 10.1021/jm901021k Liver microsomes 2
23205265 10.1039/c2md20238g Plasmodium falciparum 2
23205265 10.1039/c2md20238g Schistosoma mansoni 2
7996554 10.1021/jm00051a020 Homo sapiens 2
19761212 10.1021/jm901021k Thioredoxin reductase 1, cytoplasmic 1
19761212 10.1021/jm901021k Glutathione reductase, mitochondrial 1
18706821 10.1016/j.bmc.2008.07.077 Trypanosoma cruzi 1
19761212 10.1021/jm901021k Voltage-gated inwardly rectifying potassium channel KCNH2 1
20684594 10.1021/jm100066y ATP-dependent translocase ABCB1 1
20684594 10.1021/jm100066y Multidrug resistance-associated protein 1 1

Data from ChEMBL 36 via Core Engine