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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL134342
CHEMBL134342
Compound Name LIPOIC ACID
ChEMBL Synonyms Tioctic Acid | THIOCTIC ACID
Max Phase 4 (Approved)
Trade Names
Molecular Formula C8H14O2S2

Additional synonyms for CHEMBL134342 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)CCCC[C@@H]1CCSS1
Standard InChI InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,( ...
Download InChI
Standard InChI Key AGBQKNBQESQNJD-SSDOTTSWSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Manually Added Drugs
  • PubChem BioAssays
  • Scientific Literature
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL134342

Molecule Features

CHEMBL134342 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Clinical Data

ClinicalTrials.gov LIPOIC ACID
The Cochrane Collaboration LIPOIC ACID

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 CHEMBL134342. 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
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 0.998
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.998
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.989
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.969
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.953
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.882
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.729
CHEMBL3972 GAR transformylase Homo sapiens 0.715
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 0.391
CHEMBL2878 Histone deacetylase 6 Mus musculus 0.269



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3521 Receptor-type tyrosine-protein phosphatase F (LAR) Homo sapiens 1.000
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 1.000
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 0.999
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.999
CHEMBL1987 Prostanoid FP receptor Homo sapiens 0.996
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.992
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.982
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.949
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.637
CHEMBL3439 Aminopeptidase A Homo sapiens 0.602
CHEMBL2878 Histone deacetylase 6 Mus musculus 0.486
CHEMBL3972 GAR transformylase Homo sapiens 0.429
CHEMBL3344 Fatty acid binding protein muscle Homo sapiens 0.248
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.239
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 0.220

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
206.3 206.0435 2.26 5 87.9 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.75 - 2.53 -.09 0 12 0.55

Structural Alerts

There are 8 structural alerts for CHEMBL134342. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A16 - OTHER ALIMENTARY TRACT AND METABOLISM PRODUCTS
A16A - OTHER ALIMENTARY TRACT AND METABOLISM PRODUCTS
A16AX - Various alimentary tract and metabolism products
A16AX01 - thioctic acid

ChemSpider ChemSpider:AGBQKNBQESQNJD-SSDOTTSWSA-N
PubChem SID: 29215172 SID: 50107042 SID: 90340763
Wikipedia Lipoic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL134342



ACToR 62-46-4 1200-22-2
BindingDB 50106731
Brenda 59498 20116 125592 108671 3823 109131 109375 7647 2025 130828
ChEBI 30314
DrugBank DB00166
eMolecules 523380
EPA CompTox Dashboard DTXSID20152651
FDA SRS VLL71EBS9Z
Guide to Pharmacology 4822
Human Metabolome Database HMDB0014312 HMDB0001451
IBM Patent System 8E73606F79F6C4007B94B7311D907ADD
KEGG Ligand C16241
LipidMaps LMFA01130001
Mcule MCULE-5119858094 MCULE-3939318333
Metabolights MTBLC30314
Nikkaji J9.331I
PDBe LPA
PharmGKB PA164776929
PubChem 6112
PubChem: Thomson Pharma 15171830 15171829
Recon lipoate
SureChEMBL SCHEMBL7924
ZINC ZINC000001544807

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