TAZAROTENE

Search structure
Synonyms:
Status: Approved (1997)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: D05AX05
UNII: 81BDR9Y8PS

Structure
InChI Key OGQICQVSFDPSEI-UHFFFAOYSA-N
Smile CCOC(=O)c1ccc(C#Cc2ccc3c(c2)C(C)(C)CCS3)nc1
InChI
InChI=1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15-6-10-19-18(13-15)21(2,3)11-12-25-19/h6-7,9-10,13-14H,4,11-12H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H21NO2S
Molecular Weight 351.47
AlogP 4.43
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 2.0
Polar Surface Area 39.19
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Retinoic acid receptor agonist
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 3150 - - -
Enzyme Hydrolase
- - - -
Enzyme Transferase
- - - - -154.68-89.45
Enzyme
- 3150 - - -154.68-89.45
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 6.47-22.83
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 1
63-63 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 2
0.8-0.8 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 3
40-40 - - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Idiopathic Pulmonary Fibrosis 2 D054990 ClinicalTrials
Skin Diseases 2 D012871 ClinicalTrials
Skin Neoplasms 2 D012878 ClinicalTrials
Lymphoma, T-Cell, Cutaneous 1 D016410 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
ChEBI 32184
ChEMBL CHEMBL1657
DrugBank DB00799
DrugCentral 2571
EPA CompTox DTXSID5046691
FDA SRS 81BDR9Y8PS
Human Metabolome Database HMDB14937
Guide to Pharmacology 6952
KEGG C12531
PharmGKB PA164746821
PubChem 5381
SureChEMBL SCHEMBL3134
ZINC ZINC000001542199
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