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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1657
CHEMBL1657
Compound Name TAZAROTENE
ChEMBL Synonyms ZORAC | TAZORAC | AVAGE | AGN 190168 | FABIOR | TAZAROTENE
Max Phase 4 (Approved)
Trade Names ZORAC | AVAGE | TAZORAC | FABIOR
Molecular Formula C21H21NO2S

Additional synonyms for CHEMBL1657 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)c1ccc(nc1)C#Cc2ccc3SCCC(C)(C)c3c2
Standard InChI InChI=1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15- ...
Download InChI
Standard InChI Key OGQICQVSFDPSEI-UHFFFAOYSA-N

Sources

  • 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


CHEMBL1657

Molecule Features

CHEMBL1657 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Retinoic acid receptor agonist Retinoic acid receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HypopigmentationD0174964DailyMed
PsoriasisD011565EFO:0000676psoriasis4ATC
ClinicalTrials
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
CarcinomaD002277EFO:0000313carcinoma2ClinicalTrials
Lymphoma, T-Cell, CutaneousD016410EFO:0002913Cutaneous T-cell lymphoma1ClinicalTrials
Skin DiseasesD012871EFO:0000701skin disease2ClinicalTrials
LentigoD0079114DailyMed

Clinical Data

ClinicalTrials.gov TAZAROTENE
The Cochrane Collaboration TAZAROTENE

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 CHEMBL1657. 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
CHEMBL2055 Retinoic acid receptor alpha Homo sapiens 1.000
CHEMBL2008 Retinoic acid receptor beta Homo sapiens 1.000
CHEMBL2003 Retinoic acid receptor gamma Homo sapiens 1.000
CHEMBL3227 Metabotropic glutamate receptor 5 Homo sapiens 0.989
CHEMBL4402 Retinoid X receptor gamma Mus musculus 0.974
CHEMBL2564 Metabotropic glutamate receptor 5 Rattus norvegicus 0.939
CHEMBL4047 Retinoid X receptor beta Mus musculus 0.934
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.209



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2055 Retinoic acid receptor alpha Homo sapiens 1.000
CHEMBL2008 Retinoic acid receptor beta Homo sapiens 1.000
CHEMBL2003 Retinoic acid receptor gamma Homo sapiens 1.000
CHEMBL4047 Retinoid X receptor beta Mus musculus 0.988
CHEMBL4402 Retinoid X receptor gamma Mus musculus 0.987
CHEMBL3227 Metabotropic glutamate receptor 5 Homo sapiens 0.977
CHEMBL2564 Metabotropic glutamate receptor 5 Rattus norvegicus 0.847

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
351.5 351.1293 4.43 2 39.19 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- .04 5.99 5.99 2 25 0.59

Structural Alerts

There are 2 structural alerts for CHEMBL1657. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D05 - ANTIPSORIATICS
D05A - ANTIPSORIATICS FOR TOPICAL USE
D05AX - Other antipsoriatics for topical use
D05AX05 - tazarotene

ChemSpider ChemSpider:OGQICQVSFDPSEI-UHFFFAOYSA-N
DailyMed tazarotene
PubChem SID: 144206075 SID: 170464671 SID: 174006350 SID: 50112778
Wikipedia Tazarotene

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1657



ACToR 118292-40-3
BindingDB 50265951
ChEBI 32184
ChemicalBook CB7405439
DrugBank DB00799
DrugCentral 2571
eMolecules 902535
EPA CompTox Dashboard DTXSID5046691
FDA SRS 81BDR9Y8PS
Guide to Pharmacology 6952
Human Metabolome Database HMDB0014937
IBM Patent System 3C93531401FFF36192C64990307FCEF3
KEGG Ligand C12531
LINCS LSM-45376
MolPort MolPort-005-932-693
Nikkaji J679.813F
PharmGKB PA164746821
PubChem 5381
PubChem: Drugs of the Future 12014289
PubChem: Thomson Pharma 14754274
Selleck Tazarotene(Avage)
SureChEMBL SCHEMBL3134
ZINC ZINC000001542199

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