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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL137
CHEMBL137
Compound Name METRONIDAZOLE
ChEMBL Synonyms BAYER 5360 | Protostat | Metro IV | Satric | FLAGYL I.V. | Metrolyl | Flagyl | Metronidazole | Metrolotion | Metromidol | NORITATE | Metro i.v. | BAY-5360 | Metrocream | METRONIDAZOLE BENZOATE | FLAGYL | SC-32642 | Metrogel-vaginal | METROGEL | Flagyl i.v. rtu in plastic container | RP-8823 | RP 8823 | VANDAZOLE | METRONIDAZOLE HYDROCHLORIDE | Flagyl 375 | Metric 21 | Flagyl ER
Max Phase 4 (Approved)
Trade Names Flagyl ER | Metric 21 | Protostat | Metro IV | Satric | Flagyl | Metrolyl | Metronidazole | Metrolotion | FLAGYL | Metro i.v. | Flagyl i.v. rtu in plastic container | METROGEL | Metrogel-vaginal | METRONIDAZOLE HYDROCHLORIDE | Flagyl 375 | VANDAZOLE | Metrocream | Metromidol | NORITATE | FLAGYL I.V.
Molecular Formula C6H9N3O3

Additional synonyms for CHEMBL137 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1ncc([N+](=O)[O-])n1CCO
Standard InChI InChI=1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2 ...
Download InChI
Standard InChI Key VAOCPAMSLUNLGC-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL137

Molecule Features

CHEMBL137 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
DNA inhibitor DNA FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
INFECTIOND007239EFO:0000544INFECTION4ClinicalTrials
ATC
CHOLANGITIS, SCLEROSINGD015209EFO:0004268SCLEROSING CHOLANGITIS1ClinicalTrials
CROHN DISEASED003424EFO:0000384CROHN'S DISEASE3ClinicalTrials
PERIODONTITISD010518EFO:0000649PERIODONTITIS2ClinicalTrials
ClinicalTrials
ROSACEAD012393EFO:1000760ROSACEA3ClinicalTrials
DIARRHEAD003967HP:0002014DIARRHEA2ClinicalTrials
TUBERCULOSISD014376Orphanet:3389TUBERCULOSIS2ClinicalTrials
VAGINOSIS, BACTERIALD016585EFO:0003932BACTERIAL VAGINOSIS4ClinicalTrials
DailyMed

Clinical Data

ClinicalTrials.gov METRONIDAZOLE
The Cochrane Collaboration METRONIDAZOLE

Metabolites for CHEMBL137

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL137. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.993
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.766
CHEMBL5514 Huntingtin Homo sapiens 0.700
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.671
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.497
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.385
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.351
CHEMBL2392 DNA polymerase beta Homo sapiens 0.348
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.316
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.228



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL247 Human immunodeficiency virus type 1 reverse transcriptase Human immunodeficiency virus 1 0.935
CHEMBL1952 Thymidylate synthase Homo sapiens 0.866
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.583
CHEMBL1293222 Nucleotide-binding oligomerization domain-containing protein 1 Homo sapiens 0.547
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.302
CHEMBL5514 Huntingtin Homo sapiens 0.288
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.285
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.264
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.227

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
171.2 171.0644 -0.34 3 83.87 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 6 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 2.58 -.14 -.14 1 12 0.5

Structural Alerts

There are 4 structural alerts for CHEMBL137. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D06 - ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
D06B - CHEMOTHERAPEUTICS FOR TOPICAL USE
D06BX - Other chemotherapeutics
D06BX01 - metronidazole

G - GENITO URINARY SYSTEM AND SEX HORMONES
G01 - GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
G01A - ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
G01AF - Imidazole derivatives
G01AF01 - metronidazole

J - ANTIINFECTIVES FOR SYSTEMIC USE
J01 - ANTIBACTERIALS FOR SYSTEMIC USE
J01X - OTHER ANTIBACTERIALS
J01XD - Imidazole derivatives
J01XD01 - metronidazole

P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01A - AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES
P01AB - Nitroimidazole derivatives
P01AB01 - metronidazole

P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01A - AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES
P01AB - Nitroimidazole derivatives
P01AB51 - metronidazole, combinations

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AB - Antiinfectives and antiseptics for local oral treatment
A01AB17 - metronidazole

ChemSpider ChemSpider:VAOCPAMSLUNLGC-UHFFFAOYSA-N
DailyMed metronidazole
PubChem SID: 104171304 SID: 11112343 SID: 144203992 SID: 144209611 SID: 144213111 SID: 170464948 SID: 17389815 SID: 174006204 SID: 26719631 SID: 855672
Wikipedia Metronidazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL137



ACToR 443-48-1 99616-64-5
BindingDB 50375309
Brenda 37707 125899 125727 5374
ChEBI 6909
DrugBank DB00916
DrugCentral 1790
eMolecules 511411
EPA CompTox Dashboard DTXSID2020892
FDA SRS 140QMO216E
Human Metabolome Database HMDB0015052
IBM Patent System 1C0687235A3DB5335E4001AA25B4CA34 BC057DFE50D8394FE51EE60F95738AC4
KEGG Ligand C07203
LINCS LSM-5628
Mcule MCULE-6891596695
NIH Clinical Collection SAM001247010
PDBe 2MN
PharmGKB PA450484
PubChem 4173
PubChem: Drugs of the Future 26683761
PubChem: Thomson Pharma 14748179
Selleck Metronidazole(Flagyl)
SureChEMBL SCHEMBL23042
ZINC ZINC000000113442

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VAOCPAMSLUNLGC-UHFFFAOYSA-N spacer
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