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Details

Stereochemistry ACHIRAL
Molecular Formula C25H24F3N3O2
Molecular Weight 455.4731
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRADIGASTAT

SMILES

C1C[C@@]([H])(CC[C@@]1([H])CC(=O)O)c2ccc(cc2)-c3ccc(cn3)Nc4ccc(C(F)(F)F)nc4

InChI

InChIKey=GXALXAKNHIROPE-QAQDUYKDSA-N
InChI=1S/C25H24F3N3O2/c26-25(27,28)23-12-10-21(15-30-23)31-20-9-11-22(29-14-20)19-7-5-18(6-8-19)17-3-1-16(2-4-17)13-24(32)33/h5-12,14-17,31H,1-4,13H2,(H,32,33)/t16-,17-

HIDE SMILES / InChI

Molecular Formula C25H24F3N3O2
Molecular Weight 455.4731
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

LCQ908 (Pradigastat) is a diacylglycerol acyltransferase-1 (DGAT-1) inhibitor. DGAT-1 is one of the two DGAT enzymes that catalyse the formation of triglycerides from diacylglycerol and acyl- coenzyme A. DGAT-1 catalyses the final committed step in processing dietary fatty acids into triglycerides carried on chylomicrons for transport around the body. Pradigastat may decrease the level of triglycerides in the blood and is intended for the first line treatment of FCS. It is administered orally at 10-40mg daily in addition to a low fat diet. Pradigastat is also in phase II clinical trials for type 2 diabetes and severe hypertriglyceridaemia (familial hyperchylomicronaemia phenotypes I and V). Pradigastat is a designated orphan drug in the EU. In a phase III clinical trial.

Originator

Curator's Comment:: # Novartis

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of pradigastat, a diacylglycerol acyltransferase 1 inhibitor, on the pharmacokinetics of a combination oral contraceptive in healthy female subjects.
2015 Apr
Pharmacokinetics, pharmacodynamics, safety, and tolerability of pradigastat, a novel diacylglycerol acyltransferase 1 inhibitor in overweight or obese, but otherwise healthy human subjects.
2015 Sep
Patents

Sample Use Guides

Experimental: LCQ908 (Pradigastat) 20 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Jun 26 12:21:44 UTC 2021
Edited
by admin
on Sat Jun 26 12:21:44 UTC 2021
Record UNII
2U23G6VNUZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRADIGASTAT
INN   USAN  
USAN   INN  
Official Name English
LCQ-908-NXA
Code English
LCQ-908NXA
Code English
LCQ-908
Common Name English
LCQ908-NXA
Code English
LCQ908 - DGAT-1-INHIBITOR
Common Name English
PRADIGASTAT [INN]
Common Name English
PRADIGASTAT [USAN]
Common Name English
CYCLOHEXANEACETIC ACID, 4-(4-(5-((6-(TRIFLUOROMETHYL)-3-PYRIDINYL)AMINO)-2-PYRIDINYL)PHENYL)-, TRANS-
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 335711
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL2364624
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
CAS
956136-95-1
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
NCI_THESAURUS
C166592
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
FDA UNII
2U23G6VNUZ
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
DRUG BANK
DB12866
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
INN
9544
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
EVMPD
SUB197600
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
PUBCHEM
53387035
Created by admin on Sat Jun 26 12:21:44 UTC 2021 , Edited by admin on Sat Jun 26 12:21:44 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
METABOLIC ENZYME -> SUBSTRATE
METABOLIC ENZYME -> SUBSTRATE
MAJOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY