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Details

Stereochemistry RACEMIC
Molecular Formula C14H22N4O2
Molecular Weight 278.3501
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NP-51

SMILES

OC(CONC(=N)C1=CC=CN=C1)CN2CCCCC2

InChI

InChIKey=MVLOQULXIYSERZ-UHFFFAOYSA-N
InChI=1S/C14H22N4O2/c15-14(12-5-4-6-16-9-12)17-20-11-13(19)10-18-7-2-1-3-8-18/h4-6,9,13,19H,1-3,7-8,10-11H2,(H2,15,17)

HIDE SMILES / InChI

Molecular Formula C14H22N4O2
Molecular Weight 278.3501
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

N-Gene Research Laboratories is developing BGP-15 (NP-51), a small molecule, orally available, indirect Jun kinase (JNK) inhibitor and insulin sensitiser, for glycaemic control in patients with type-2 diabetes mellitus, and as an adjunct treatment for insulin resistance due to antipsychotics or obesity. In March 2002, N-Gene Research Laboratories granted Allos Therapeutics an exclusive license to its intellectual property surrounding BGP 15 in the US. BGP-15 has previously been used in clinical trials for the treatment of skeletal muscle pathology associated with Type 2 Diabetes (through insulin sensitization), Duchenne Muscular Dystrophy (DMD) and heart failure (through anti-inflammatory and anti-fibrotic mechanisms). Via its action as a modulator of the cytoprotective response to cellularstress, and specifically as a poly (ADP-ribose) polymerase (PARP) inhibitor, heat shock protein-inducer, membrane lipid therapeutic and an antioxidant inducer, BGP-15 has previously been shown to protect against skeletal muscle dysfunction, damage and wasting.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
120.0 µM [IC50]

PubMed

Sample Use Guides

In Vivo Use Guide
The efficacy and safety of BGP-15 were compared with placebo in insulin-resistant patients in a 28-day dose-ranging study. Forty-seven nondiabetic patients with impaired glucose tolerance were randomly assigned to 4 weeks of treatment with 200 or 400 mg of BGP-15 or placebo. BGP-15 at 200 or 400 mg significantly improved insulin sensitivity in insulin-resistant, nondiabetic patients during treatment compared to placebo and was safe and well-tolerated.
Route of Administration: Oral
In Vitro Use Guide
Kinetic analysis showed a mixed-type (noncompetitive) inhibition by BGP-15 of nuclear poly(ADP-ribose) polymerase (PARP) with a K(i) = 57 +/- 6 uM.
Substance Class Chemical
Record UNII
28ENT76V8K
Record Status Validated (UNII)
Record Version