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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1238
CHEMBL1238
Compound Name AZELAIC ACID
ChEMBL Synonyms SKINOREN | ZK 62498 | AZELAIC ACID | AZELEX | FINACEA
Max Phase 4 (Approved)
Trade Names FINACEA | SKINOREN | AZELEX
Molecular Formula C9H16O4

Additional synonyms for CHEMBL1238 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC(=O)CCCCCCCC(=O)O
Standard InChI InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10 ...
Download InChI
Standard InChI Key BDJRBEYXGGNYIS-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1238

Molecule Features

CHEMBL1238 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Unknown Not Available DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
Dermatitis, PerioralD019557EFO:1001305Dermatitis, Perioral2ClinicalTrials
Dermatitis, SeborrheicD012628EFO:1000764seborrheic dermatitis2ClinicalTrials
MelanosisD008548EFO:0003963freckles2ClinicalTrials
RosaceaD012393EFO:1000760rosacea4ClinicalTrials
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov AZELAIC ACID
The Cochrane Collaboration AZELAIC 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 CHEMBL1238. 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
CHEMBL1835 Thromboxane-A synthase Homo sapiens 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.999
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 0.999
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.994
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.993
CHEMBL4028 Thromboxane-A synthase Rattus norvegicus 0.991
CHEMBL1829 Histone deacetylase 3 Homo sapiens 0.991
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.989
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 0.987
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 0.980
CHEMBL325 Histone deacetylase 1 Homo sapiens 0.978
CHEMBL4330 Cysteinyl leukotriene receptor 2 Homo sapiens 0.977
CHEMBL2001 Purinergic receptor P2Y12 Homo sapiens 0.974
CHEMBL2274 Sphingosine 1-phosphate receptor Edg-8 Homo sapiens 0.963
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.955
CHEMBL1892 Glutamate carboxypeptidase II Homo sapiens 0.931
CHEMBL3310 Histone deacetylase 11 Homo sapiens 0.924



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1835 Thromboxane-A synthase Homo sapiens 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.999
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 0.999
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 0.998
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.997
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 0.996
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.995
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.994
CHEMBL3475 Plasminogen activator inhibitor-1 Homo sapiens 0.993
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.992
CHEMBL1628461 Oxoeicosanoid receptor 1 Homo sapiens 0.992
CHEMBL3310 Histone deacetylase 11 Homo sapiens 0.984
CHEMBL1829 Histone deacetylase 3 Homo sapiens 0.983
CHEMBL4028 Thromboxane-A synthase Rattus norvegicus 0.982
CHEMBL2274 Sphingosine 1-phosphate receptor Edg-8 Homo sapiens 0.982
CHEMBL2304401 Cytosolic phospholipase A2 Bos taurus 0.981
CHEMBL4330 Cysteinyl leukotriene receptor 2 Homo sapiens 0.973

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
188.2 188.1049 1.89 8 74.6 ACID


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.47 - 1.2 -3.42 0 13 0.57

Structural Alerts

There are 7 structural alerts for CHEMBL1238. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D10 - ANTI-ACNE PREPARATIONS
D10A - ANTI-ACNE PREPARATIONS FOR TOPICAL USE
D10AX - Other anti-acne preparations for topical use
D10AX03 - azelaic acid

ChemSpider ChemSpider:BDJRBEYXGGNYIS-UHFFFAOYSA-N
DailyMed azelaic acid
PubChem SID: 11110663 SID: 144209187 SID: 144213328 SID: 170465358 SID: 50105776 SID: 56422409 SID: 8139926 SID: 85230873 SID: 90341560
Wikipedia Azelaic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1238



ACToR 26776-28-3 123-99-9
Brenda 3328 120742
ChEBI 48131
ChemicalBook CB6852982
DrugBank DB00548
DrugCentral 270
eMolecules 479009
EPA CompTox Dashboard DTXSID8021640
FDA SRS F2VW3D43YT
Guide to Pharmacology 7484
Human Metabolome Database HMDB0000784
IBM Patent System 5625E7A1255F9644D344DA9281717AFE
KEGG Ligand C08261
LINCS LSM-45550
LipidMaps LMFA01170054
Mcule MCULE-4093240509
Metabolights MTBLC48131
MolPort MolPort-001-779-873
Nikkaji J10.058G
NMRShiftDB 10113436
PDBe AZ1
PharmGKB PA164754850
PubChem 2266 19347555
PubChem: Drugs of the Future 12013195
PubChem: Thomson Pharma 15195285
SureChEMBL SCHEMBL3887
ZINC ZINC000001531036

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