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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL782
CHEMBL782
Compound Name TOLBUTAMIDE
ChEMBL Synonyms GLYCONON | ORINASE DIAGNOSTIC | Tolbutamide | TOLBUTAMIDE SODIUM, STERILE | TOLBUTAMIDE SODIUM | ORINASE | PRAMIDEX | RASTINON
Max Phase 4 (Approved)
Trade Names ORINASE | ORINASE DIAGNOSTIC | GLYCONON | RASTINON | PRAMIDEX | TOLBUTAMIDE
Molecular Formula C12H18N2O3S

Additional synonyms for CHEMBL782 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1
Standard InChI InChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10 ...
Download InChI
Standard InChI Key JLRGJRBPOGGCBT-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Open TG-GATEs
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL782

Molecule Features

CHEMBL782 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: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 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4DailyMed
LymphomaD008223EFO:0000574lymphoma1ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
PainD010146EFO:0003843pain1ClinicalTrials

Clinical Data

ClinicalTrials.gov TOLBUTAMIDE
The Cochrane Collaboration TOLBUTAMIDE

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 CHEMBL782. 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
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 1.000
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.999
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.995
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.983
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.969
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.966
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.957
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.951
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.892
CHEMBL4140 Epoxide hydratase Mus musculus 0.872
CHEMBL4358 Arachidonate 15-lipoxygenase Oryctolagus cuniculus 0.858
CHEMBL2001 Purinergic receptor P2Y12 Homo sapiens 0.852
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.850
CHEMBL4607 Angiotensin II type 2 (AT-2) receptor Homo sapiens 0.849
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.743



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.999
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.997
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.991
CHEMBL4358 Arachidonate 15-lipoxygenase Oryctolagus cuniculus 0.974
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.969
CHEMBL4607 Angiotensin II type 2 (AT-2) receptor Homo sapiens 0.912
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.911
CHEMBL321 Matrix metalloproteinase 9 Homo sapiens 0.909
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.760
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.737
CHEMBL4140 Epoxide hydratase Mus musculus 0.678
CHEMBL6141 Acyl-CoA:cholesterol acyltransferase Oryctolagus cuniculus 0.528
CHEMBL2409 Epoxide hydratase Homo sapiens 0.406
CHEMBL283 Matrix metalloproteinase 3 Homo sapiens 0.398
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.357

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
270.4 270.1038 1.78 5 75.27 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.25 - 2.36 .47 1 18 0.8

Structural Alerts

There are 3 structural alerts for CHEMBL782. 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
A10BB03 - tolbutamide

V - VARIOUS
V04 - DIAGNOSTIC AGENTS
V04C - OTHER DIAGNOSTIC AGENTS
V04CA - Tests for diabetes
V04CA01 - tolbutamide

ChemSpider ChemSpider:JLRGJRBPOGGCBT-UHFFFAOYSA-N
DailyMed tolbutamide
PubChem SID: 11111858 SID: 144203830 SID: 144208810 SID: 144213112 SID: 170465238 SID: 17389707 SID: 26751511 SID: 26751513 SID: 50104069 SID: 56436662 SID: 855782
Wikipedia Tolbutamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL782



ACToR 64-77-7 100735-34-0
Atlas tolbutamide
BindingDB 50027886
Brenda 9280
ChEBI 27999
DrugBank DB01124
DrugCentral 2696
eMolecules 511449
EPA CompTox Dashboard DTXSID8021359
FDA SRS 982XCM1FOI
Guide to Pharmacology 6848
Human Metabolome Database HMDB0015256
IBM Patent System A9494F5282690D3CACB027035AB29FD4
KEGG Ligand C07148
LINCS LSM-3907
Mcule MCULE-9720356859
Metabolights MTBLC27999
MolPort MolPort-001-783-540
NIH Clinical Collection SAM002554936
Nikkaji J1.406K
PharmGKB PA451718
PubChem 5505
PubChem: Thomson Pharma 15197366
Recon tolbutamide
Selleck tolbutamide
SureChEMBL SCHEMBL15918
ZINC ZINC000001530703

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