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

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H21ClFN3O4S
Molecular Weight 441.904
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DANIRIXIN

SMILES

CC1=C(F)C=CC=C1NC(=O)NC2=CC=C(Cl)C(=C2O)S(=O)(=O)[C@H]3CCCNC3

InChI

InChIKey=NGYNBSHYFOFVLS-LBPRGKRZSA-N
InChI=1S/C19H21ClFN3O4S/c1-11-14(21)5-2-6-15(11)23-19(26)24-16-8-7-13(20)18(17(16)25)29(27,28)12-4-3-9-22-10-12/h2,5-8,12,22,25H,3-4,9-10H2,1H3,(H2,23,24,26)/t12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C19H21ClFN3O4S
Molecular Weight 441.904
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Danixirin is a potent, competitive, selective and reversible antagonist of the chemokine receptor (CXCR2) (also known as interleukin 8B receptor). In preclinical models, danixirin blocked neutrophils chemotaxis in response to inflammation. The drug is being developed by GlaxoSmithKline for the treatment of chronic obstructive pulmonary disease, influenza, respiratory syncytial virus. In phase 2 clinical trials in patients with acute, uncomplicated influenza, danixirin was well tolerated and did not impede viral clearance.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
7.9 null [pIC50]
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 19:40:40 GMT 2023
Edited
by admin
on Fri Dec 15 19:40:40 GMT 2023
Record UNII
R318PGH5VP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DANIRIXIN
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
Danirixin [WHO-DD]
Common Name English
GSK-1325756B
Code English
GSK1325756B
Code English
1-(4-CHLORO-2-HYDROXY-3-(((3S)-PIPERIDINE-3-SULFONYL)PHENYL)-3-(3-FLUORO-2-METHYLPHENYL)UREA
Common Name English
danirixin [INN]
Common Name English
DANIRIXIN [USAN]
Common Name English
GSK1325756
Code English
Code System Code Type Description
CAS
954126-98-8
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
NCI_THESAURUS
C169874
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
INN
9559
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
SMS_ID
100000166272
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
FDA UNII
R318PGH5VP
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
EVMPD
SUB180340
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
PUBCHEM
24780598
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
DRUG BANK
DB11922
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
ChEMBL
CHEMBL3039531
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
USAN
YY-70
Created by admin on Fri Dec 15 19:40:40 GMT 2023 , Edited by admin on Fri Dec 15 19:40:40 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY