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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H38N2O7S
Molecular Weight 546.676
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LINERIXIBAT

SMILES

CCCC[C@]1(CC)CS(=O)(=O)C2=C(C=C(OC)C(CNC(CC(O)=O)CC(O)=O)=C2)[C@H](N1)C3=CC=CC=C3

InChI

InChIKey=CZGVOBIGEBDYTP-VSGBNLITSA-N
InChI=1S/C28H38N2O7S/c1-4-6-12-28(5-2)18-38(35,36)24-13-20(17-29-21(14-25(31)32)15-26(33)34)23(37-3)16-22(24)27(30-28)19-10-8-7-9-11-19/h7-11,13,16,21,27,29-30H,4-6,12,14-15,17-18H2,1-3H3,(H,31,32)(H,33,34)/t27-,28-/m1/s1

HIDE SMILES / InChI

Molecular Formula C28H38N2O7S
Molecular Weight 546.676
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

GSK-2330672 (linerixibat) is a nonabsorbable apical sodium-dependent bile acid transporter. This compound is being evaluated for treatment in patients with type 2 diabetes. In animal models of type 2 diabetes, it lowers glucose levels. GSK-2330672 also improves glucose and lipids in diabetes patients, but a high incidence of gastrointestinal adverse events (such as diarrhea) has been reported. Efficacy of GSK-2330672 in patients with primary biliary cholangitis that develop itch (pruritus) has also been examined. However, long-term used might be problematic because of the gastrointestinal adverse events.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
42.0 nM [IC50]
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:37:40 UTC 2023
Edited
by admin
on Sat Dec 16 08:37:40 UTC 2023
Record UNII
386012Z45S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LINERIXIBAT
INN  
Official Name English
linerixibat [INN]
Common Name English
GSK-2330672
Common Name English
3-((((3R,5R)-3-BUTYL-3-ETHYL-7-METHOXY-1,1-DIOXO-5-PHENYL-2,3,4,5-TETRAHYDRO- 1H-1.LAMBDA.6,4-BENZOTHIAZEPIN-8-YL)METHYL)AMINO)PENTANEDIOIC ACID
Systematic Name English
Linerixibat [WHO-DD]
Common Name English
PENTANEDIOIC ACID, 3-((((3R,5R)-3-BUTYL-3-ETHYL-2,3,4,5-TETRAHYDRO-7-METHOXY-1,1-DIOXIDO-5-PHENYL-1,4-BENZOTHIAZEPIN-8-YL)METHYL)AMINO)-
Systematic Name English
GSK2330672
Code English
LINERIXIBAT [JAN]
Common Name English
LINERIXIBAT [USAN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 701919
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
Code System Code Type Description
CAS
1345982-69-5
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
FDA UNII
386012Z45S
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
DRUG BANK
DB11729
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
INN
10729
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
SMS_ID
100000181116
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
NCI_THESAURUS
C166652
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
USAN
GH-32
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
PUBCHEM
53492727
Created by admin on Sat Dec 16 08:37:40 UTC 2023 , Edited by admin on Sat Dec 16 08:37:40 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
IC50
Related Record Type Details
ACTIVE MOIETY