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

Details

Stereochemistry ACHIRAL
Molecular Formula C26H28N6O
Molecular Weight 440.5401
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEMIRALISIB

SMILES

CC(C)N1CCN(CC2=CN=C(O2)C3=CC(=CC4=C3C=NN4)C5=CC=CC6=C5C=CN6)CC1

InChI

InChIKey=MCIDWGZGWVSZMK-UHFFFAOYSA-N
InChI=1S/C26H28N6O/c1-17(2)32-10-8-31(9-11-32)16-19-14-28-26(33-19)22-12-18(13-25-23(22)15-29-30-25)20-4-3-5-24-21(20)6-7-27-24/h3-7,12-15,17,27H,8-11,16H2,1-2H3,(H,29,30)

HIDE SMILES / InChI

Molecular Formula C26H28N6O
Molecular Weight 440.5401
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

GSK-2269557 (nemiralisib), a PI3Kδ inhibitor, is in development as an anti-inflammatory drug for the treatment of inflammatory airways disease. Studies in moderate or severe stable COPD patients have shown an acceptable safety and tolerability profile when GSK-2269557 was administered via inhalation. Cough was the most commonly reported adverse event.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.9 null [pKi]
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:51:26 UTC 2023
Edited
by admin
on Sat Dec 16 11:51:26 UTC 2023
Record UNII
OEP8JJ3OZR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEMIRALISIB
INN   USAN  
USAN   INN  
Official Name English
nemiralisib [INN]
Common Name English
GSK-2269557A
Code English
6-(1H-INDOL-4-YL)-4-(5-((4-(1-METHYLETHYL)-1-PIPERAZINYL)METHYL)-2-OXAZOLYL)-1H-INDAZOLE
Systematic Name English
6-(1H-INDOL-4-YL)-4-(5-((4-(1-METHYLETHYL)-1-PIPERAZINYL)METHYL)-1,3-OXAZOL-2-YL)-1H-INDAZOLE
Systematic Name English
NEMIRALISIB [USAN]
Common Name English
GSK2269557A
Code English
Nemiralisib [WHO-DD]
Common Name English
1H-INDAZOLE, 6-(1H-INDOL-4-YL)-4-(5-((4-(1-METHYLETHYL)-1-PIPERAZINYL)METHYL)-2-OXAZOLYL)-
Systematic Name English
GSK-2269557 FREE BASE
Code English
Code System Code Type Description
SMS_ID
100000175715
Created by admin on Sat Dec 16 11:51:26 UTC 2023 , Edited by admin on Sat Dec 16 11:51:26 UTC 2023
PRIMARY
INN
10314
Created by admin on Sat Dec 16 11:51:26 UTC 2023 , Edited by admin on Sat Dec 16 11:51:26 UTC 2023
PRIMARY
NCI_THESAURUS
C174798
Created by admin on Sat Dec 16 11:51:26 UTC 2023 , Edited by admin on Sat Dec 16 11:51:26 UTC 2023
PRIMARY
CAS
1254036-71-9
Created by admin on Sat Dec 16 11:51:26 UTC 2023 , Edited by admin on Sat Dec 16 11:51:26 UTC 2023
PRIMARY
USAN
EF-40
Created by admin on Sat Dec 16 11:51:26 UTC 2023 , Edited by admin on Sat Dec 16 11:51:26 UTC 2023
PRIMARY
PUBCHEM
49784002
Created by admin on Sat Dec 16 11:51:26 UTC 2023 , Edited by admin on Sat Dec 16 11:51:26 UTC 2023
PRIMARY
FDA UNII
OEP8JJ3OZR
Created by admin on Sat Dec 16 11:51:26 UTC 2023 , Edited by admin on Sat Dec 16 11:51:26 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
>1000-fold selectivity to other isoforms
IC50
Related Record Type Details
ACTIVE MOIETY