SID 26681509 quarterhydrate
PRODUCTS SPECIFICATIONS
DESCRIPTION
Overview
| MDL | - |
|---|---|
| Molecular Weight | 544.16 |
| Molecular Formula | C27H33N5O5S.1/4H2O |
| SMILES | O=C(NNC(SCC(NC1=CC=CC=C1CC)=O)=O)[C@H](CC2=CNC3=CC=CC=C23)NC(OC(C)(C)C)=O.[1/4].O |
3 Publications Citing Use of MCE
Summary
SID 26681509 quarterhydrate is a potent, reversible, competitive, and selective inhibitor of human cathepsin L with an IC 50 of 56 nM. SID 26681509 quarterhydrate inhibits in vitro propagation of malaria parasite Plasmodium falciparum and inhibits Leishmania major with IC 50 s of 15.4 μM and 12.5 μM, respectively. SID 26681509 quarterhydrate shows no inhibitory activity against cathepsin G [1] .
IC50 & Target
|
Plasmodium |
In Vitro
After a 4 hr preincubation with cathepsin L, SID 26681509 becomes more potent, demonstrating an
IC
50
of 1.0 nM. SID 26681509 is determined to be a slow-binding and slowly reversible competitive inhibitor. Through a transient kinetic analysis for single-step reversibility, inhibition rate constants are kon = 24,000 M
-1
s
-1
and koff = 2.2 × 10
-5
s
-1
(K
i
= 0.89 nM). Molecular docking studies are undertaken using the experimentally-derived X-ray crystal structure of papain/CLIK-148
[1]
.
SID 26681509 inhibits papain and cathepsins B, K, S, and V with
IC
50
values determined after one hour ranging from 618 nM to 8.442 μM. SID 26681509 shows no inhibitory activity against the serine protease cathepsin G
[1]
.
SID 26681509 inhibits cathepsin V activity with an IC
50
value of 0.5 μM. SID 26681509 (1-30 μM) blocks high-mobility group box 1 (HMGB1)-induced TNF-α production dose dependently without altering cell viability
[2]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
SID 26681509 treatment significantly improves survival in murine models of sepsis and reduces liver damage following warm liver ischemia/reperfusion (I/R) models [2] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 50 mg/mL ( 91.88 mM ; Need ultrasonic)
Ethanol : 5 mg/mL ( 9.19 mM ; Need ultrasonic and warming)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 1.8377 mL | 9.1885 mL | 18.3769 mL |
| 5 mM | 0.3675 mL | 1.8377 mL | 3.6754 mL |
| 10 mM | 0.1838 mL | 0.9188 mL | 1.8377 mL |
-
1.
References
- [1] Shah PP, et al. Kinetic characterization and molecular docking of a novel, potent, and selective slow-binding inhibitor of human cathepsin L. Mol Pharmacol. 2008 Jul;74(1):34-41.
- [2] Pribis JP, et al. The HIV Protease Inhibitor Saquinavir Inhibits HMGB1-Driven Inflammation by Targeting the Interaction of Cathepsin V with TLR4/MyD88. Mol Med. 2015 Dec;21(1):749-757.
