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Details

Stereochemistry ACHIRAL
Molecular Formula C25H35NO5S
Molecular Weight 461.614
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GSK-2981278

SMILES

CCC1=CC=C(C=C1)N(CC(C)C)S(=O)(=O)C2=CC(CO)=C(OCC3CCOCC3)C=C2

InChI

InChIKey=LZLBRISQTJVZNP-UHFFFAOYSA-N
InChI=1S/C25H35NO5S/c1-4-20-5-7-23(8-6-20)26(16-19(2)3)32(28,29)24-9-10-25(22(15-24)17-27)31-18-21-11-13-30-14-12-21/h5-10,15,19,21,27H,4,11-14,16-18H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C25H35NO5S
Molecular Weight 461.614
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

N-(4-Ethylphenyl)-3-(Hydroxymethyl)-N-Isobutyl-4-(Tetrahydro-2h-Pyran-4-Ylmethoxy)Benzenesulfonamide (also known as GSK2981278) is a highly potent and selective inverse agonist of RORγ under development for the topical treatment of psoriasis. Preclinical data showed that GSK2981278 significantly inhibited the production of the Th17 signature cytokines in multiple in vitro and human tissue‐based systems. GSK2981278 may block the transcriptional activity of RORγt, leading to local suppression of cytokine expression and ultimately, improvement in psoriasis. Unfortunately in phase I clinical trial clinical assessment results showed no improvement of psoriatic lesions following treatment with GSK2981278.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P51449
Gene ID: 6097.0
Gene Symbol: RORC
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
A phase I randomized controlled trial to evaluate safety and clinical effect of topically applied GSK2981278 ointment in a psoriasis plaque test.
2018 Jun
Patents

Patents

Sample Use Guides

Participants were treated with 200 mkL of GSK2981278 ointment (0.03%, 0.1%, 0.8% or 4%),
Route of Administration: Topical
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:49:28 GMT 2023
Edited
by admin
on Fri Dec 15 16:49:28 GMT 2023
Record UNII
L49V5G013I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GSK-2981278
Common Name English
GSK2981278
Code English
ROR GAMA MODULATOR 1
Common Name English
BENZENESULFONAMIDE, N-(4-ETHYLPHENYL)-3-(HYDROXYMETHYL)-N-(2-METHYLPROPYL)-4-((TETRAHYDRO-2H-PYRAN-4-YL)METHOXY)-
Systematic Name English
Code System Code Type Description
PUBCHEM
89875987
Created by admin on Fri Dec 15 16:49:28 GMT 2023 , Edited by admin on Fri Dec 15 16:49:28 GMT 2023
PRIMARY
SMS_ID
300000041358
Created by admin on Fri Dec 15 16:49:28 GMT 2023 , Edited by admin on Fri Dec 15 16:49:28 GMT 2023
PRIMARY
CAS
1474110-21-8
Created by admin on Fri Dec 15 16:49:28 GMT 2023 , Edited by admin on Fri Dec 15 16:49:28 GMT 2023
PRIMARY
FDA UNII
L49V5G013I
Created by admin on Fri Dec 15 16:49:28 GMT 2023 , Edited by admin on Fri Dec 15 16:49:28 GMT 2023
PRIMARY
Related Record Type Details
TARGET->INVERSE AGONIST
Related Record Type Details
ACTIVE MOIETY