U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H28BN3O5
Molecular Weight 389.254
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Taniborbactam

SMILES

NCCN[C@H]1CC[C@H](CC(=O)N[C@H]2CC3=CC=CC(C(O)=O)=C3OB2O)CC1

InChI

InChIKey=PFZUWUXKQPRWAL-NOLJZWGESA-N
InChI=1S/C19H28BN3O5/c21-8-9-22-14-6-4-12(5-7-14)10-17(24)23-16-11-13-2-1-3-15(19(25)26)18(13)28-20(16)27/h1-3,12,14,16,22,27H,4-11,21H2,(H,23,24)(H,25,26)/t12-,14-,16-/m0/s1

HIDE SMILES / InChI
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
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
Name Type Language
Taniborbactam
INN   USAN  
Official Name English
VNRX5133
Code English
(3R)-3-[[2-[trans-4-[(2-Aminoethyl)amino]cyclohexyl]acetyl]amino]-3,4-dihydro-2-hydroxy-2H-1,2-benzoxaborin-8-carboxylic acid
Systematic Name English
taniborbactam [INN]
Common Name English
2H-1,2-Benzoxaborin-8-carboxylic acid, 3-[[2-[trans-4-[(2-aminoethyl)amino]cyclohexyl]acetyl]amino]-3,4-dihydro-2-hydroxy-, (3R)-
Systematic Name English
VNRX-5133
Code English
TANIBORBACTAM [USAN]
Common Name English
Code System Code Type Description
PUBCHEM
76902493
Created by admin on Sat Dec 16 16:13:49 GMT 2023 , Edited by admin on Sat Dec 16 16:13:49 GMT 2023
PRIMARY
FDA UNII
8IGQ156Z07
Created by admin on Sat Dec 16 16:13:49 GMT 2023 , Edited by admin on Sat Dec 16 16:13:49 GMT 2023
PRIMARY
NCI_THESAURUS
C171698
Created by admin on Sat Dec 16 16:13:49 GMT 2023 , Edited by admin on Sat Dec 16 16:13:49 GMT 2023
PRIMARY
USAN
HI-19
Created by admin on Sat Dec 16 16:13:49 GMT 2023 , Edited by admin on Sat Dec 16 16:13:49 GMT 2023
PRIMARY
SMS_ID
100000183607
Created by admin on Sat Dec 16 16:13:49 GMT 2023 , Edited by admin on Sat Dec 16 16:13:49 GMT 2023
PRIMARY
CAS
1613267-49-4
Created by admin on Sat Dec 16 16:13:49 GMT 2023 , Edited by admin on Sat Dec 16 16:13:49 GMT 2023
PRIMARY
INN
10817
Created by admin on Sat Dec 16 16:13:49 GMT 2023 , Edited by admin on Sat Dec 16 16:13:49 GMT 2023
PRIMARY