NITROFURAZONE

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Trade Names
Synonyms
Status
Molecule Category Free-form
UNII X8XI70B5Z6
EPA CompTox DTXSID5020944

Structure

InChI Key IAIWVQXQOWNYOU-FPYGCLRLSA-N
Smiles NC(=O)N/N=C/c1ccc([N+](=O)[O-])o1
InChI
InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+

Physicochemical Descriptors

Property Name Value
Molecular Formula C6H6N4O4
Molecular Weight 198.14
AlogP 0.19
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 123.76
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 14.0

Bioactivity

Mechanism of Action Action Reference
DNA inhibitor INHIBITOR PubMed PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 90000 - - 27
Enzyme Oxidoreductase
- - - - 91
Enzyme
- 88100 - - 27
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 94
Assay Description Organism Bioactivity Reference
In vitro percent inhibition against mouse peritoneal macrophages infected with Leishmania infantum at 25 uM concentration Leishmania infantum 0.0 %
In vitro percent inhibition against mouse peritoneal macrophages infected with Leishmania infantum at 6.2 uM concentration Leishmania infantum 0.0 %
In vitro percent inhibition against mouse peritoneal macrophages infected with Trypanosoma cruzi at 25 uM concentration Trypanosoma cruzi 99.0 %
In vitro percent inhibition against mouse peritoneal macrophages infected with Trypanosoma cruzi at 6.2 uM concentration Trypanosoma cruzi 40.0 %
In vitro percent inhibition against mouse peritoneal macrophages infected with Trypanosoma brucei at 1.5 uM concentration Trypanosoma brucei 100.0 %
In vitro percent inhibition against mouse peritoneal macrophages infected with Trypanosoma brucei at 3.1 uM concentration Trypanosoma brucei 100.0 %
In vitro percent inhibition against mouse peritoneal macrophages infected with Trypanosoma brucei at 6.2 uM concentration Trypanosoma brucei 100.0 %
Concentration that cause cytotoxicity at 12.5 uM concentration in mice Mus musculus 0.0 %
Concentration that cause cytotoxicity at 25 uM concentration in mice Mus musculus 0.0 %
Concentration that cause cytotoxicity at 3.1 uM concentration in mice Mus musculus 0.0 %
Concentration that cause cytotoxicity at 6.2 uM concentration in mice Mus musculus 0.0 %
Antimicrobial activity against Trypanosoma brucei Trypanosoma brucei 310.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 93.46 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 98.78 %
Inhibition of COX-2 (unknown origin) using arachidonic acid as substrate assessed as formation of prostanoid products at 500 uM preincubated for 10 mins prior to substrate addition measured after 2 mins by Ellman's method relative to control Homo sapiens 98.0 %
Inhibition of COX-1 (unknown origin) using arachidonic acid as substrate assessed as formation of prostanoid products at 500 uM preincubated for 10 mins prior to substrate addition measured after 2 mins by Ellman's method relative to control Homo sapiens 91.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 87.32 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 20.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.2 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.2 %
Inhibition of recombinant human SARM1 TIR domain (561 to 724 residues) expressed in Escherichia coli C43 (DE3) cells lysates using ENAD as substrate at 25 uM preincubated for 20 mins followed by ENAD addition and measured after 1 hr relative to control Homo sapiens 27.0 %

Cross References

Resources Reference
ChEMBL CHEMBL869
DrugBank DB00336
DrugCentral 1950
FDA SRS X8XI70B5Z6
Human Metabolome Database HMDB0014480
KEGG C08042
PDB NFZ
PharmGKB PA164754877
PubChem 5447130
SureChEMBL SCHEMBL25416
ZINC ZINC000000897369
CONTENTS