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Compound Detail

CHEMBL1103

FURAZOLIDONE
💊 Approved Drug
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💊 Approved Drug
O=C1OCCN1/N=C/c1ccc([N+](=O)[O-])o1

Basic Information

ChEMBL ID CHEMBL1103
Name FURAZOLIDONE
Phase Approved
Structure Type MOL
InChI Key PLHJDBGFXBMTGZ-WEVVVXLNSA-N
Therapeutic ✓ Yes

Known Names

Furall Furazolidona Furazolidone Furoxone NSC-6469
4
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
5
Known Names
1
Mechanisms

Molecular Properties

225.2
MW (Da)
0.97
ALogP
6
HBA
0
HBD
98.2
PSA (Ų)
0.43
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1958
Availability Discontinued
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula C8H7N3O5
MW 225.16
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -1.64

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA inhibitor INHIBITOR DNA

ATC Classification

G01AX06
furazolidone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS

Activity Summary

IC50 14 meas. best 6.55
EC50 1 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania donovani
CHEMBL367
IC50 6.55 5.952 280.0 5
Leishmania major
CHEMBL612879
IC50 6.47 5.8575 340.0 4
Trypanosoma cruzi
CHEMBL368
EC50 6.4 6.4 400.0 1
Trypanosoma cruzi
CHEMBL368
IC50 5.7 5.59 2010.0 2
Unchecked
CHEMBL612545
IC50 4.87 4.6333 13354.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania donovani IC50 = 280.0 nM 6.55 Antileishmanial activity against Leishmania donovani MHOM/IN/95/9515 promastigot... 37859713
Leishmania donovani IC50 = 280.0 nM 6.55 Antileishmanial activity against Leishmania donovani 9515 promastigotes assessed... 36516584
Leishmania major IC50 = 340.0 nM 6.47 Antileishmanial activity against Leishmania major IR-173 promastigotes assessed ... 37859713
Leishmania major IC50 = 340.0 nM 6.47 Antileishmanial activity against Leishmania major IR-173 promastigotes assessed ... 36516584
Trypanosoma cruzi EC50 = 400.0 nM 6.4 Antitrypanosomal activity against Trypanosoma cruzi amastigotes infected in BESM... 20547819
Leishmania donovani IC50 = 1680.0 nM 5.78 Leishmanicidal activity against Leishmania donovani 9515 amastigote infected in ... 36516584
Trypanosoma cruzi IC50 = 2010.0 nM 5.7 Antitrypanosomal activity against Trypanosoma cruzi epimastigotes assessed as pa... 37859713
Leishmania donovani IC50 = 2700.0 nM 5.57 Antileishmanial activity against Leishmania donovani MHOM/IN/95/9515 amastigote ... 37859713
Trypanosoma cruzi IC50 = 3300.0 nM 5.48 Antitrypanosomal activity against bloodstream Trypanosoma cruzi trypomastigotes ... 37859713
Leishmania donovani IC50 = 4940.0 nM 5.31 Antileishmanial activity against Leishmania donovani 9515 amastigote infected in... 36516584
Leishmania major IC50 = 5610.0 nM 5.25 Antileishmanial activity against Leishmania major IR-173 amastigote assessed as ... 37859713
Leishmania major IC50 = 5750.0 nM 5.24 Antileishmanial activity against Leishmania major IR-173 amastigote infected in ... 36516584
Unchecked IC50 = 13354.0 nM 4.87 PUBCHEM_BIOASSAY: A screen for inhibitors of the PhoP region in Salmonella Typhi... -
Unchecked IC50 = 28230.0 nM 4.55 PUBCHEM_BIOASSAY: A counter screen for small molecule screen for inhibitors of t... -
Unchecked IC50 = 33100.0 nM 4.48 PUBCHEM_BIOASSAY: A small molecule screen for inhibitors of the PhoP region in S... -

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
37859713 10.1039/d3md00220a ADMET 8
36516584 10.1016/j.ejmech.2022.115012 ADMET 4
17210775 10.1128/aac.00055-06 Mycobacterium tuberculosis 4
37859713 10.1039/d3md00220a Unchecked 3
36516584 10.1016/j.ejmech.2022.115012 Leishmania major 3
36516584 10.1016/j.ejmech.2022.115012 Unchecked 3
20014752 10.1021/tx900326k Hepatotoxicity 3
22691154 10.1021/jm300123s Mycobacterium tuberculosis 3
36516584 10.1016/j.ejmech.2022.115012 Leishmania donovani 3
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 2
27687671 10.1016/j.bmcl.2016.09.009 CDGSH iron-sulfur domain-containing protein 1 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37859713 10.1039/d3md00220a Leishmania major 2

Data from ChEMBL 36 via Core Engine