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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL33864
CHEMBL33864
Compound Name LIPOIC ACID, ALPHA
ChEMBL Synonyms Thioctic acid | LIPOIC ACID, ALPHA
Max Phase 3
Trade Names
Molecular Formula C8H14O2S2

Additional synonyms for CHEMBL33864 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)CCCCC1CCSS1
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-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL33864

Molecule Features

CHEMBL33864 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetic NeuropathiesD003929EFO:1000783diabetic neuropathy3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis2ClinicalTrials
Supranuclear Palsy, ProgressiveD013494Orphanet:683Progressive supranuclear palsy1ClinicalTrials
HypercholesterolemiaD006937HP:0003124hypercholesterolemia2ClinicalTrials
HypertensionD006973EFO:0000537hypertension1ClinicalTrials
Peripheral Nervous System DiseasesD010523EFO:0003100peripheral neuropathy1ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease2ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy1ClinicalTrials
Macular DegenerationD008268EFO:0001365age-related macular degeneration1ClinicalTrials
Multiple Sclerosis, Chronic ProgressiveD020528EFO:0003840chronic progressive multiple sclerosis2ClinicalTrials
Optic NeuritisD009902EFO:0007405optic neuritis1ClinicalTrials
Polyradiculoneuropathy, Chronic Inflammatory DemyelinatingD020277EFO:1000868chronic inflammatory demyelinating polyradiculoneuropathy2ClinicalTrials
Carpal Tunnel SyndromeD002349EFO:0004143carpal tunnel syndrome2ClinicalTrials
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder2ClinicalTrials
CystinuriaD003555Orphanet:214Cystinuria2ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials
AdrenoleukodystrophyD000326Orphanet:139399Adrenomyeloneuropathy2ClinicalTrials

Clinical Data

ClinicalTrials.gov LIPOIC ACID, ALPHA
The Cochrane Collaboration LIPOIC ACID, ALPHA

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 CHEMBL33864. 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
CHEMBL4062 Calpain 1 Sus scrofa 1.000
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.998
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.990
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.986
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 0.982
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.905
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.846
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.680
CHEMBL3972 GAR transformylase Homo sapiens 0.647
CHEMBL5339 G-protein coupled receptor 120 Homo sapiens 0.610
CHEMBL2052036 Omega-3 fatty acid receptor 1 Mus musculus 0.346
CHEMBL2878 Histone deacetylase 6 Mus musculus 0.206



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4062 Calpain 1 Sus scrofa 1.000
CHEMBL3521 Receptor-type tyrosine-protein phosphatase F (LAR) Homo sapiens 1.000
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 0.999
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.998
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 0.997
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.994
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.990
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 0.972
CHEMBL5339 G-protein coupled receptor 120 Homo sapiens 0.950
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.926
CHEMBL5077 Butyrylcholinesterase Equus caballus 0.555
CHEMBL2052036 Omega-3 fatty acid receptor 1 Mus musculus 0.544
CHEMBL3439 Aminopeptidase A Homo sapiens 0.416
CHEMBL2878 Histone deacetylase 6 Mus musculus 0.381
CHEMBL3972 GAR transformylase Homo sapiens 0.329
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 0.300
CHEMBL3344 Fatty acid binding protein muscle Homo sapiens 0.237
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.225
CHEMBL4422 Free fatty acid receptor 1 Homo sapiens 0.209

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
206.3 206.0435 2.79 5 37.3 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 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 CHEMBL33864. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:AGBQKNBQESQNJD-UHFFFAOYSA-N
PubChem SID: 104171254 SID: 11532893 SID: 124881686 SID: 144203836 SID: 144209006 SID: 144213409 SID: 170465713 SID: 17388693 SID: 26747265 SID: 26752825 SID: 397475 SID: 50105475 SID: 57260117

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL33864



ACToR 1077-28-7 57828-26-9
BindingDB 10515
Brenda 44090 9157
ChEBI 16494
ChemicalBook CB5180699 CB3186930
DrugCentral 4732
eMolecules 524889
EPA CompTox Dashboard DTXSID7025508
IBM Patent System 390C37CC4E83DF0D450DCA66E0D615A8
KEGG Ligand C00725
LINCS LSM-45889
Mcule MCULE-1034910084
Metabolights MTBLC16494
MolPort MolPort-002-461-878
Nikkaji J38.321J
NMRShiftDB 10017746
PubChem 864
PubChem: Drugs of the Future 56310579
PubChem: Thomson Pharma 15195655
SureChEMBL SCHEMBL51065

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