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Compound Detail

CHEMBL33864

LIPOIC ACID, ALPHA
🧪 Phase III
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🧪 Phase III
O=C(O)CCCCC1CCSS1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL33864
Name LIPOIC ACID, ALPHA
Phase Phase III
Structure Type MOL
InChI Key AGBQKNBQESQNJD-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

.alpha.-lipoic acid 6,8-thioctic acid A-lipoicum acidum Acidum thiocticum Alpha lipoic acid Alpha-lipoic acid Biletan Dl-6,8-thioctic acid Lipoic acid, alpha Lipoic acid, dl- NSC-628502 NSC-90788 +7 more
2
Targets
3
Activities
1
Assay Types
2
PK Parameters
20
Publications
19
Known Names
20
Indications

Molecular Properties

206.3
MW (Da)
2.79
ALogP
3
HBA
1
HBD
37.3
PSA (Ų)
0.55
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product

Extended Properties

Molecular Formula C8H14O2S2
MW 206.33
Aromatic Rings 0
Heavy Atoms 12
NP-Likeness 0.93

Indications

Diabetes Mellitus, Type 1 Diabetic Neuropathies Diabetic Neuropathies Kidney Diseases Stroke Acquired Immunodeficiency Syndrome Adrenoleukodystrophy Bipolar Disorder Carpal Tunnel Syndrome Cicatrix Cystinuria Diabetes Mellitus, Type 2 HIV Infections Hypercholesterolemia Mucositis Multiple Sclerosis Multiple Sclerosis, Chronic Progressive Multiple Sclerosis, Chronic Progressive Multiple Sclerosis, Chronic Progressive Polyradiculoneuropathy, Chronic Inflammatory Demyelinating

ATC Classification

A16AX01
thioctic acid
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: OTHER ALIMENTARY TRACT AND METABOLISM PRODUCTS

Activity Summary

IC50 3 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SUMO-activating enzyme
CHEMBL2095174
 IC50 6.21 5.765 620.0 2
Bifunctional protein GlmU
CHEMBL1293297
 IC50 5.41 5.41 3910.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 28400.0 nM -
T1/2 1.968 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SUMO-activating enzyme IC50 = 620.0 nM 6.21 PUBCHEM_BIOASSAY: AlphaScreen confirmatory assay for validation of inhibitors of... -
Bifunctional protein GlmU IC50 = 3910.0 nM 5.41 PUBCHEM_BIOASSAY: Inhibitors of Mycobacterial Glucosamine-1-phosphate acetyl tra... -
SUMO-activating enzyme IC50 = 4740.0 nM 5.32 PUBCHEM_BIOASSAY: uHTS HTRF assay for identification of inhibitors of SUMOylatio... -

Literature References

PubMed DOI Target Context # Activities
34825189 10.1039/D1MD00177A SH-SY5Y 19
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
28646655 10.1016/j.ejmech.2017.06.012 No relevant target 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
31453698 10.1021/acs.jmedchem.9b00778 Mus musculus 2
31202992 10.1016/j.ejmech.2019.06.016 PBMC 1
31202992 10.1016/j.ejmech.2019.06.016 A549 1
35099959 10.1021/acs.jmedchem.1c02102 Unchecked 1
31202992 10.1016/j.ejmech.2019.06.016 SGC-7901 1
34825189 10.1039/D1MD00177A ADMET 1
34825189 10.1039/D1MD00177A Unchecked 1
38283220 10.1039/d3md00447c No relevant target 1
37468498 10.1038/s41467-023-40064-9 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1

Data from ChEMBL 36 via Core Engine