SIVELESTAT

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Synonyms
Status
Molecule Category UNKNOWN
UNII DWI62G0P59
EPA CompTox DTXSID9048304

Structure

InChI Key BTGNGJJLZOIYID-UHFFFAOYSA-N
Smiles CC(C)(C)C(=O)Oc1ccc(S(=O)(=O)Nc2ccccc2C(=O)NCC(=O)O)cc1
InChI
InChI=1S/C20H22N2O7S/c1-20(2,3)19(26)29-13-8-10-14(11-9-13)30(27,28)22-16-7-5-4-6-15(16)18(25)21-12-17(23)24/h4-11,22H,12H2,1-3H3,(H,21,25)(H,23,24)

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H22N2O7S
Molecular Weight 434.47
AlogP 2.25
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 7.0
Polar Surface Area 138.87
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 30.0
Assay Description Organism Bioactivity Reference
Inhibitory concentration against elastase None 44.0 nM
Inhibitory concentration in vitro against Human neutrophil elastase None 44.0 nM
Binding affinity against Elastase. None 200.0 nM
Percent inhibition effect of ONO-5046 on the increase of skin capillary permeability induced by HNE in guinea pigs in vivo on administration of 10 mg/Kg dose iv in guinea pig Cavia porcellus 51.8 %
Percent inhibition effect of ONO-5046 on the increase of skin capillary permeability induced by HNE in guinea pigs in vivo on administration of 3 mg/Kg dose iv in guinea pig Cavia porcellus 31.7 %
Antiproliferative activity against human LoVo cells assessed as growth inhibition at 100 ug/ml after 72 hrs Homo sapiens 20.0 %
Antiproliferative activity against human multidrug-resistant LoVo cells assessed as growth inhibition at 100 ug/ml after 72 hrs Homo sapiens 15.0 %
Antiproliferative activity against human MCF7 cells assessed as growth inhibition at 100 ug/ml after 72 hrs Homo sapiens 61.0 %
Inhibition of human neutrophil elastase using N-methylsuccinyl-Ala-Ala-Pro-Val-7-amino-4-methyl-coumarin as substrate measured every 30 secs for 10 mins by fluorescence microplate reader Homo sapiens 44.0 nM
Inhibition of human neutrophil elastase assessed as proteolysis using N-(methoxysuccinyl)-Ala-Ala-Pro-Val-p-nitroanilide substrate incubated for 15 mins prior to substrate addition measured every 30 seconds Homo sapiens 136.0 nM
Inhibition of human neutrophil elastase using MeO-Suc-Ala-Ala-Pro-Val-AMC as substrate incubated for 30 mins prior to substrate addition measured for 30 mins by fluorescence assay Homo sapiens 10.0 nM
Inhibition of human neutrophil elastase measured for 30 mins by spectrophotometry Homo sapiens 70.0 nM
Inhibition of Pr3 (unknown origin) using t-butyloxycarbonyl-Ala-Ala-Nva-thiobenzyl ester as substrate measured for 180 mins by spectrophotometry Homo sapiens 340.0 nM
Inhibition of elastase release in fMLF/CB-induced human neutrophils preincubated for 5 mins before fMLF/CB treatment using methoxysuccinyl-Ala-Ala-Pro-Val-p-nitroanilide as substrate by spectrophotometry Homo sapiens 50.0 nM
Inhibition of recombinant mouse neutrophil elastase using methoxysuccinyl-Ala-Ala-Pro-Val-pnitroanilide as substrate preincubated for 15 mins before substrate addition measured after 90 mins by spectrophotometry Mus musculus 145.39 nM
Release Assay: Each of Compounds (1) to (6) was dissolved in 100% DMSO so as to obtain stock to compound solutions with concentrations of 0.01, 0.03, 0.1, 0.3, 1, 3 or 10 mM) for each of Compounds (1) to (6). 7500 of the neutrophil suspension obtained in -3. Preparation of human neutrophil under the section of -Experimental materials was added with 200 uM of MeO-Suc-Ala-Ala-Pro-Val-p-nitroanilide (454454, Calbiochem Limited, dissolved in 750 ul HBSS and functioned as a substrate for human neutrophils) at a is volume ratio of 1:1 (the final volume was 1.5 ml), stirred at 37 C. for 2 minutes, followed by addition with 1.5 ul of the aforesaid compound solution and reaction at 37 C. for 2 minutes. In a control group, 100% DMSO was used to substitute the compound solution. Moreover, Sivelestat (with concentrations of 0.01, 0.03, 0.1, 0.3, 1, 3 or 10 mM in DMSO) was used to substitute the compound solution as a positive control group. Homo sapiens 50.0 nM
Inhibition of human leukocyte elastase Homo sapiens 37.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 11.1 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.02 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.02 %
Inhibition of human neutrophil elastase Homo sapiens 44.0 nM Inhibition of human neutrophil elastase Homo sapiens 200.0 nM
Inhibition of human neutrophil elastase using N-methylsuccinyl-Ala-Ala-Pro-Val-7-amino-4-methylcoumarin as substrate measured for every 30 sec for 10 mins by fluorescence based assay Homo sapiens 50.0 nM
Inhibition of human neutrophil elastase incubated for 40 mins in presence of Boc-Gln-Ala-Arg-AMC by fluorescence microtiter plate method Homo sapiens 704.0 nM
Inhibition of elastase (unknown origin) Homo sapiens 44.0 nM
Inhibition of human neutrophil elastase Homo sapiens 24.0 nM

Cross References

Resources Reference
ChEBI 135704
ChEMBL CHEMBL76688
DrugBank DB12863
DrugCentral 2452
FDA SRS DWI62G0P59
Guide to Pharmacology 6441
PubChem 107706
SureChEMBL SCHEMBL123221
ZINC ZINC000021298097
CONTENTS