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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL817
CHEMBL817
Compound Name TOLAZAMIDE
ChEMBL Synonyms TOLINASE | U-17835 | TOLAZAMIDE
Max Phase 4 (Approved)
Trade Names TOLAZAMIDE | TOLINASE
Molecular Formula C14H21N3O3S

Additional synonyms for CHEMBL817 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1ccc(cc1)S(=O)(=O)NC(=O)NN2CCCCCC2
Standard InChI InChI=1S/C14H21N3O3S/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)1 ...
Download InChI
Standard InChI Key OUDSBRTVNLOZBN-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • 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


CHEMBL817

Molecule Features

CHEMBL817 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sulfonylurea receptor 1, Kir6.2 blocker Sulfonylurea receptor 1, Kir6.2 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov TOLAZAMIDE
The Cochrane Collaboration TOLAZAMIDE

Metabolites for CHEMBL817

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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 CHEMBL817. 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
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.983
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.920
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.900
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.838
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.804
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.688
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.655
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.420
CHEMBL2001 Purinergic receptor P2Y12 Homo sapiens 0.383
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.369
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.345
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.327
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.325
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.313
CHEMBL204 Thrombin Homo sapiens 0.288
CHEMBL2392 DNA polymerase beta Homo sapiens 0.280
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.278
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.260
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.201



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.967
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.650
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.643
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.575
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.532
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.509
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.492
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.431
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.389
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.308
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.237

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
311.4 311.1304 1.77 3 78.51 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
6.07 3.26 1.54 -.3 1 21 0.89

Structural Alerts

There are 2 structural alerts for CHEMBL817. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A10 - DRUGS USED IN DIABETES
A10B - BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
A10BB - Sulfonylureas
A10BB05 - tolazamide

ChemSpider ChemSpider:OUDSBRTVNLOZBN-UHFFFAOYSA-N
DailyMed tolazamide
PubChem SID: 11111870 SID: 124881598 SID: 144203832 SID: 144208705 SID: 144210734 SID: 170465136 SID: 26747047 SID: 26751566 SID: 50104182 SID: 56422126 SID: 85231252 SID: 855941
Wikipedia Tolazamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL817



ACToR 1156-19-0
ChEBI 9613
DrugBank DB00839
DrugCentral 2694
eMolecules 563632
EPA CompTox Dashboard DTXSID3021358
FDA SRS 9LT1BRO48Q
Guide to Pharmacology 6847
Human Metabolome Database HMDB0014977
IBM Patent System 2C4ED68A46EFE69D680452E19E56655F
LINCS LSM-2699
Mcule MCULE-9265102499
MolPort MolPort-001-826-273
NIH Clinical Collection SAM002564236
Nikkaji J3.663C
PharmGKB PA164774902
PubChem 5503
PubChem: Thomson Pharma 14850072
SureChEMBL SCHEMBL34417
ZINC ZINC000000057512

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