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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 NEUTRATOP | Metric 21 | METROMIDOL | METROLYL | FLAGYL-400 | ACEA | ZYOMET | METROTOP | FLAGYL I.V. | SATRIC | ANABACT | METRO I.V. | NORITATE | ROSICED | SC-32642 | BAYER 5360 | Flagyl 375 | METROGEL-VAGINAL | NORZOL | RP 8823 | METROCREAM | FLAGYL ER | DRAZIFON | ZIDOVAL | VAGINYL | FLAGYL-S | FLAGYL COMPAK | FLAGYL | METROSA | METRONIDAZOLE | METROLOTION | BAY-5360 | ZADSTAT | NUVESSA | ROZEX | PROTOSTAT | METROGEL | Flagyl i.v. rtu in plastic container | ELYZOL | METRONIDAZOLE HYDROCHLORIDE | VANDAZOLE
Max Phase 4 (Approved)
Trade Names ACEA | FLAGYL-400 | METROLYL | METROMIDOL | Metric 21 | NEUTRATOP | SATRIC | METROTOP | ZYOMET | DRAZIFON | FLAGYL ER | METROCREAM | FLAGYL | FLAGYL COMPAK | FLAGYL-S | VAGINYL | ZIDOVAL | METROLOTION | METRONIDAZOLE | METROSA | NUVESSA | ZADSTAT | ELYZOL | Flagyl i.v. rtu in plastic container | METROGEL | PROTOSTAT | ROZEX | METRONIDAZOLE HYDROCHLORIDE | Flagyl 375 | METROGEL-VAGINAL | NORZOL | VANDAZOLE | ANABACT | METRO I.V. | NORITATE | ROSICED | 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
Nutrition DisordersD009748EFO:0001069nutritional disorder3ClinicalTrials
Clostridium InfectionsD003015EFO:1000874commensal Clostridium infectious disease2ClinicalTrials
Helicobacter InfectionsD0164813ClinicalTrials
Rectal NeoplasmsD012004EFO:1000657rectum cancer2ClinicalTrials
Trichomonas InfectionsD014245DOID:1947trichomoniasis2ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis2ClinicalTrials
Vaginosis, BacterialD016585EFO:0003932bacterial vaginosis4ClinicalTrials
ClinicalTrials
DailyMed
AppendicitisD001064EFO:0007149appendicitis2ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis2ClinicalTrials
ClinicalTrials
RosaceaD012393EFO:1000760rosacea3ClinicalTrials
Uterine Cervical NeoplasmsD002583EFO:0001061cervical carcinoma2ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease3ClinicalTrials
Kidney CalculiD007669EFO:0003845kidney stone3ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia2ClinicalTrials
Pelvic Inflammatory DiseaseD000292EFO:1001388Pelvic Inflammatory Disease3ClinicalTrials
VaginitisD014627EFO:0005757vaginal inflammation0ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma3ClinicalTrials
Trichomonas VaginitisD014247EFO:0007521Trichomonas vaginitis2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma2ClinicalTrials
Cell DeathD016923GO:0008219cell death1ClinicalTrials
DiarrheaD003967HP:0002014diarrhea2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection3ClinicalTrials
Helicobacter InfectionsD016481EFO:1000961Helicobacter pylori infectious disease3ClinicalTrials
Hepatic EncephalopathyD0065012ClinicalTrials
Lichen PlanusD008010EFO:1000726lichen planus2ClinicalTrials
Retinal DiseasesD012164EFO:0003839retinopathy1ClinicalTrials
AbscessD000038EFO:0003030abscess3ClinicalTrials
BlepharitisD0017623ClinicalTrials
Cholangitis, SclerosingD015209EFO:0004268sclerosing cholangitis1ClinicalTrials
GingivitisD0058913ClinicalTrials
Periapical PeriodontitisD010485EFO:1001391Periapical Periodontitis1ClinicalTrials
PeriodontitisD010518EFO:0000649periodontitis3ClinicalTrials
Colorectal NeoplasmsD015179EFO:0004142colorectal neoplasm3ClinicalTrials
InfectionD007239EFO:0000544infection4ClinicalTrials
ATC
ClinicalTrials
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials

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 0.987
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.761
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.705
CHEMBL5514 Huntingtin Homo sapiens 0.698
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.494
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.455
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.441
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.372
CHEMBL2392 DNA polymerase beta Homo sapiens 0.366
CHEMBL262 Glycogen synthase kinase-3 beta Homo sapiens 0.297
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.264
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.253
CHEMBL2850 Glycogen synthase kinase-3 alpha Homo sapiens 0.203



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 0.859
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.587
CHEMBL1293222 Nucleotide-binding oligomerization domain-containing protein 1 Homo sapiens 0.581
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.320
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.316
CHEMBL1824 Receptor protein-tyrosine kinase erbB-2 Homo sapiens 0.298
CHEMBL5514 Huntingtin Homo sapiens 0.272
CHEMBL1293277 Niemann-Pick C1 protein Homo sapiens 0.252
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.222

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
171.2 171.0644 0.09 3 81.19 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 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 0.52

Structural Alerts

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

Compound Cross References

ATC 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

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

P - ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
P01 - ANTIPROTOZOALS
P01A - AGENTS AGAINST AMOEBIASIS AND OTHER PROTOZOAL DISEASES
P01AB - Nitroimidazole derivatives
P01AB01 - 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
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
ChemicalBook CB5248430
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
MolPort MolPort-000-141-892
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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