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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL44884
CHEMBL44884
Compound Name ETHAMBUTOL
ChEMBL Synonyms ETHAMBUTOL HYDROBROMIDE | Myambutol | MYNAH 300 | MYNAH 250 | CL 40881 | ETHAMBUTOL HYDROCHLORIDE | MYNAH 200 | ETHAMBUTOL | MYNAH 365
Max Phase 4 (Approved)
Trade Names MYNAH 365 | Myambutol | MYNAH 250 | MYNAH 300 | MYNAH 200 | ETHAMBUTOL HYDROCHLORIDE
Molecular Formula C10H24N2O2

Additional synonyms for CHEMBL44884 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@@H](CO)NCCN[C@@H](CC)CO
Standard InChI InChI=1S/C10H24N2O2/c1-3-9(7-13)11-5-6-12-10(4-2)8-14/h9-14H ...
Download InChI
Standard InChI Key AEUTYOVWOVBAKS-UWVGGRQHSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL44884

Molecule Features

CHEMBL44884 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Arabinosyltransferase A inhibitor Arabinosyltransferase A PubMed PubMed PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Mycobacterium avium-intracellulare InfectionD015270EFO:0007386Mycobacterium avium complex disease2ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis3ClinicalTrials
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS2ClinicalTrials
SarcoidosisD012507Orphanet:797Sarcoidosis2ClinicalTrials
Tuberculosis, PulmonaryD014397EFO:1000049pulmonary tuberculosis4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov ETHAMBUTOL
The Cochrane Collaboration ETHAMBUTOL

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 CHEMBL44884. 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
CHEMBL2434 Interleukin-8 receptor B Homo sapiens 0.999
CHEMBL5522 Transient receptor potential cation channel subfamily V member 3 Homo sapiens 0.973
CHEMBL5831 Farnesyl diphosphate synthase Toxoplasma gondii 0.955
CHEMBL1944 Neprilysin Homo sapiens 0.946
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.938
CHEMBL3369 Neprilysin Rattus norvegicus 0.857
CHEMBL4036 Cyclin-dependent kinase 5 Homo sapiens 0.771
CHEMBL4941 S-methyl-5-thioadenosine phosphorylase Homo sapiens 0.704
CHEMBL1800 Corticotropin releasing factor receptor 1 Homo sapiens 0.638
CHEMBL2676 Endothelin-converting enzyme 1 Rattus norvegicus 0.587
CHEMBL1287610 Neuraminidase Influenza A virus (strain A/Wilson-Smith/1933 H1N1) (Influenza A virus(strain A/WS/1933 H1N1)) 0.458
CHEMBL4106 Cathepsin D Bos taurus 0.416
CHEMBL3399910 Probable G-protein coupled receptor 88 Homo sapiens 0.390
CHEMBL1667684 Neuraminidase Influenza A virus 0.370
CHEMBL3638344 Genome polyprotein Hepatitis C virus genotype 1a (isolate H) (HCV) 0.367
CHEMBL5979 Alkaline phosphatase, tissue-nonspecific isozyme Homo sapiens 0.315
CHEMBL3559643 Neuraminidase Influenza A virus (strain A/USSR/90/1977 H1N1) 0.261
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.244



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2434 Interleukin-8 receptor B Homo sapiens 0.999
CHEMBL5522 Transient receptor potential cation channel subfamily V member 3 Homo sapiens 0.998
CHEMBL1944 Neprilysin Homo sapiens 0.983
CHEMBL3768 Neprilysin Oryctolagus cuniculus 0.976
CHEMBL5831 Farnesyl diphosphate synthase Toxoplasma gondii 0.957
CHEMBL3369 Neprilysin Rattus norvegicus 0.949
CHEMBL1800 Corticotropin releasing factor receptor 1 Homo sapiens 0.886
CHEMBL5648 Purine nucleoside phosphorylase Plasmodium falciparum 0.857
CHEMBL3638344 Genome polyprotein Hepatitis C virus genotype 1a (isolate H) (HCV) 0.842
CHEMBL4036 Cyclin-dependent kinase 5 Homo sapiens 0.707
CHEMBL4941 S-methyl-5-thioadenosine phosphorylase Homo sapiens 0.681
CHEMBL2676 Endothelin-converting enzyme 1 Rattus norvegicus 0.587
CHEMBL1287610 Neuraminidase Influenza A virus (strain A/Wilson-Smith/1933 H1N1) (Influenza A virus(strain A/WS/1933 H1N1)) 0.547
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.473
CHEMBL1667684 Neuraminidase Influenza A virus 0.442
CHEMBL2590 Aminopeptidase N Sus scrofa 0.397
CHEMBL2051 Neuraminidase Influenza A virus (A/Puerto Rico/8/1934(H1N1)) 0.351
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 0.333
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.279
CHEMBL4106 Cathepsin D Bos taurus 0.275

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
204.3 204.1838 -0.29 9 64.52 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 9.59 -.29 -2.57 0 14 0.39

Structural Alerts

There are 2 structural alerts for CHEMBL44884. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J04 - ANTIMYCOBACTERIALS
J04A - DRUGS FOR TREATMENT OF TUBERCULOSIS
J04AK - Other drugs for treatment of tuberculosis
J04AK02 - ethambutol

ChemSpider ChemSpider:AEUTYOVWOVBAKS-UWVGGRQHSA-N
DailyMed ethambutol hydrochloride
Wikipedia Ethambutol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL44884



ACToR 74-55-5
Atlas ethambutol
BindingDB 50448407
Brenda 30726
ChEBI 4877
DrugBank DB00330
DrugCentral 1073
eMolecules 31225919
EPA CompTox Dashboard DTXSID8023006
FDA SRS 8G167061QZ
Human Metabolome Database HMDB0014474
IBM Patent System 8543CCCCD90B6C182B219B60900C4A5F
KEGG Ligand C06984
Mcule MCULE-9663372083
MolPort MolPort-006-110-202
Nikkaji J5.261B
PDBe 95E
PubChem 14052
PubChem: Drugs of the Future 92309392
PubChem: Thomson Pharma 15067704
SureChEMBL SCHEMBL3399
ZINC ZINC000019364219

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