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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H24N6O
Molecular Weight 328.4121
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of K-579

SMILES

CC1(CCN(CC1)C2=NC=CC=N2)NCC(=O)N3CCC[C@H]3C#N

InChI

InChIKey=JERPHRNGJBSFAP-AWEZNQCLSA-N
InChI=1S/C17H24N6O/c1-17(21-13-15(24)23-9-2-4-14(23)12-18)5-10-22(11-6-17)16-19-7-3-8-20-16/h3,7-8,14,21H,2,4-6,9-11,13H2,1H3/t14-/m0/s1

HIDE SMILES / InChI

Molecular Formula C17H24N6O
Molecular Weight 328.4121
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

K-579 ((S)-1-[4-methyl-1-(2-pyrimidinyl)-4-piperidylamino]acetyl-2-pyrrolidinecarbonitrile) is potent and slower binding dipeptidyl peptidase IV inhibitor which was investigated as an antidiabetic drug. K579 suppressed the blood glucose elevation after an oral glucose tolerance test with the increment of plasma insulin and active forms of Glucagon-like peptide-1 (GLP-1). During repetitive glucose loading using Zucker fatty rats, pretreatment with K579 attenuated the glucose excursion after the second glucose loading as well as the first glucose loading without inducing hypoglycemia.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
5.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Zucker fatty rats was treatment with K579 at a doses 0.1, 0.3 or 1mg/kg
Route of Administration: Oral
In Vitro Use Guide
GLUTag cells were seeded onto poly-D lysine coated 96 well plates at 8000 cells/well and grown for approximately 48 h. Cells were incubated in assay buffer containing test ligand for1 h at 37 °C. Cells were then washed by four exchanges of fresh buffer, before exposure to buffer containing the diepetidyl peptidase IV inhibitor K-579(100nM)7test compoundfor2hat37 °C. Supernatant was then removed and GLP-1 concentration measured by the 1 concentration measured by the Millipore ELISA kit, as per the manufacturers instructions. Fluorescencewas measured at abs/emof355/460nm using a TecanSafire, and samples compared to a standard curve.
Substance Class Chemical
Record UNII
74P4VV90RU
Record Status Validated (UNII)
Record Version