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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1314
CHEMBL1314
Compound Name TIOPRONIN
ChEMBL Synonyms Thiola | TIOPRONIN
Max Phase 4 (Approved)
Trade Names Thiola | Tiopronin
Molecular Formula C5H9NO3S

Additional synonyms for CHEMBL1314 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(S)C(=O)NCC(=O)O
Standard InChI InChI=1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6, ...
Download InChI
Standard InChI Key YTGJWQPHMWSCST-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • 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


CHEMBL1314

Molecule Features

CHEMBL1314 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Reducing agent Not Available DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
SUBARACHNOID HEMORRHAGED013345EFO:0000713SUBARACHNOID HEMORRHAGE2ClinicalTrials

Clinical Data

ClinicalTrials.gov TIOPRONIN
The Cochrane Collaboration TIOPRONIN

Metabolites for CHEMBL1314

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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 CHEMBL1314. 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
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 0.999
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.999
CHEMBL4791 Endothelin-converting enzyme 1 Homo sapiens 0.998
CHEMBL2590 Aminopeptidase N Sus scrofa 0.987
CHEMBL268 Cathepsin K Homo sapiens 0.942
CHEMBL3439 Aminopeptidase A Homo sapiens 0.898
CHEMBL1937 Histone deacetylase 2 Homo sapiens 0.888
CHEMBL2424 Glyoxalase I Homo sapiens 0.831
CHEMBL2714 Pepsin A Sus scrofa 0.749
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.601
CHEMBL3837 Cathepsin L Homo sapiens 0.599
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.354
CHEMBL2676 Endothelin-converting enzyme 1 Rattus norvegicus 0.306
CHEMBL1741195 Enteropeptidase Homo sapiens 0.233



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL2590 Aminopeptidase N Sus scrofa 1.000
CHEMBL3736 Angiotensin-converting enzyme 2 Homo sapiens 0.998
CHEMBL3392 Thermolysin Bacillus thermoproteolyticus 0.995
CHEMBL4791 Endothelin-converting enzyme 1 Homo sapiens 0.989
CHEMBL1907 Aminopeptidase N Homo sapiens 0.978
CHEMBL3439 Aminopeptidase A Homo sapiens 0.962
CHEMBL4444 Vitamin K-dependent protein C Homo sapiens 0.892
CHEMBL268 Cathepsin K Homo sapiens 0.834
CHEMBL2676 Endothelin-converting enzyme 1 Rattus norvegicus 0.731
CHEMBL2424 Glyoxalase I Homo sapiens 0.665
CHEMBL2088 Carboxypeptidase A1 Homo sapiens 0.650
CHEMBL2714 Pepsin A Sus scrofa 0.636
CHEMBL1937 Histone deacetylase 2 Homo sapiens 0.636
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.454

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
163.2 163.0303 -0.36 3 105.2 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 3 0 4 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.36 - -.67 -4.36 0 10 0.49

Structural Alerts

There are 7 structural alerts for CHEMBL1314. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G04 - UROLOGICALS
G04B - UROLOGICALS
G04BX - Other urologicals
G04BX16 - tiopronin

ChemSpider ChemSpider:YTGJWQPHMWSCST-UHFFFAOYSA-N
DailyMed tiopronin
PubChem SID: 144205207 SID: 170465217 SID: 29215361
Wikipedia Tiopronin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1314



ACToR 1953-02-2
Atlas tiopronin
BindingDB 50020805
Brenda 92399
ChEBI 32229
DrugBank DB06823
DrugCentral 2676
eMolecules 499252
EPA CompTox Dashboard DTXSID4023678
IBM Patent System 07FD4BEE85A74EF580EC4EEAAAAB79E1
KEGG Ligand C12876
Mcule MCULE-8593628629
MolPort MolPort-002-640-086
Nikkaji J3.692G
PubChem 5483
PubChem: Thomson Pharma 15194910
Selleck tiopronin-thiola
SureChEMBL SCHEMBL19989

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