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
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
| Molecular Formula | C17H24N6O |
| Molecular Weight | 328.4121 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/14985056Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/15556158 | https://www.ncbi.nlm.nih.gov/pubmed/26101059 | https://www.ncbi.nlm.nih.gov/pubmed/26101059
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14985056
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/15556158 | https://www.ncbi.nlm.nih.gov/pubmed/26101059 | https://www.ncbi.nlm.nih.gov/pubmed/26101059
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 Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL284 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14985056 |
5.0 nM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Nerve growth factor induces endothelial cell invasion and cord formation by promoting matrix metalloproteinase-2 expression through the phosphatidylinositol 3-kinase/Akt signaling pathway and AP-2 transcription factor. | 2007-10-19 |
|
| Involvement of the active metabolites in the inhibitory activity of K579 on rat plasma dipeptidyl peptidase IV. | 2004-11-28 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14985056
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26101059
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
Created
by
admin
on
Edited
Mon Mar 31 21:48:41 GMT 2025
by
admin
on
Mon Mar 31 21:48:41 GMT 2025
|
| Record UNII |
74P4VV90RU
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Preferred Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
9818824
Created by
admin on Mon Mar 31 21:48:41 GMT 2025 , Edited by admin on Mon Mar 31 21:48:41 GMT 2025
|
PRIMARY | |||
|
440100-64-1
Created by
admin on Mon Mar 31 21:48:41 GMT 2025 , Edited by admin on Mon Mar 31 21:48:41 GMT 2025
|
PRIMARY | |||
|
74P4VV90RU
Created by
admin on Mon Mar 31 21:48:41 GMT 2025 , Edited by admin on Mon Mar 31 21:48:41 GMT 2025
|
PRIMARY | |||
|
DTXSID10431306
Created by
admin on Mon Mar 31 21:48:41 GMT 2025 , Edited by admin on Mon Mar 31 21:48:41 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |