General
Preferred name
tapinarof
Synonyms
3,5-DIHYDROXY-4-ISOPROPYLSTILBENE ()
GSK2894512 ()
Benvitimod ()
WBI 1001 ()
WBI-1001 ()
542358 3,5-Dihydroxy-4-isopropylstilbene ()
GSK2894512, Benvitimod, WBI 1001, DHPS, DMVT 505 ()
Vtama ()
GSK-2894512 ()
P&D ID
PD064805
CAS
79338-84-4
Tags
available
drug
Approved by
FDA
First approval
2022
Drug Status
investigational
approved
Max Phase
4.0
Drug indication
atopic eczema
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Tapinarof (WBI-1001) is a natural aryl hydrocarbon receptor (AhR) agonist with an EC50 of 13 nM. Tapinarof resolves skin inflammation in mice[1].
PRICE 77
DESCRIPTION Tapinarof (GSK2894512) is an aryl hydrocarbon receptor (AhR) agonist . It is a naturally occurring polyphenol derived from bacteria that exist symbiotically with entomopathogenic nematodes. AhR was identified as the primary molecular target based on phenotypic screening using the DiscoveRx BioMAP Diversity Plus System and confirmed using AhR knockout mice. Tapinarof was the first steroid-free topical drug in this class to be approved as a plaque psoriasis medication. (GtoPdb)
DESCRIPTION Tapinarof (Benvitimod) is targeted as a topical cream treatment for psoriasis, a chronic autoimmune skin disease. (TargetMol Bioactive Compound Library)
Cell lines
1
Organisms
0
Compound Sets
17
AdooQ Bioactive Compound Library
A19285
Cayman Chemical Bioactives
36527
ChEMBL Approved Drugs
CHEMBL259571
ChEMBL Drugs
CHEMBL259571
Concise Guide to Pharmacology 2021/22
9686
Concise Guide to Pharmacology 2023/24
9686
Drug Repurposing Hub
DrugBank
DB06083
DrugBank Approved Drugs
DB06083
DrugCentral
5521
DrugCentral Approved Drugs
5521
EU-OPENSCREEN Bioactive Compound Library
EOS100303
Guide to Pharmacology
9686
MedChem Express Bioactive Compound Library
HY-109044
ReFrame library
Selleckchem Bioactive Compound Library
tapinarof
TargetMol Bioactive Compound Library
T4644
External IDs
23
Properties
(calculated by RDKit )
Molecular Weight
254.13
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
2
Rotatable Bonds
3
Ring Count
2
Aromatic Ring Count
2
cLogP
4.39
TPSA
40.46
Fraction CSP3
0.18
Chiral centers
0.0
Largest ring
6.0
QED
0.8
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Target
AHR
Aryl hydrocarbon receptor
AhR,Apoptosis related
MOA
AhR
aryl hydrocarbon receptor agonist
Pathway
Immunology/Inflammation
Metabolism
Source data