VILDAGLIPTIN

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Synonyms
Status
Molecule Category UNKNOWN
ATC A10BH02
UNII I6B4B2U96P
EPA CompTox DTXSID80881091

Structure

InChI Key SYOKIDBDQMKNDQ-XWTIBIIYSA-N
Smiles N#C[C@@H]1CCCN1C(=O)CNC12CC3CC(CC(O)(C3)C1)C2
InChI
InChI=1S/C17H25N3O2/c18-9-14-2-1-3-20(14)15(21)10-19-16-5-12-4-13(6-16)8-17(22,7-12)11-16/h12-14,19,22H,1-8,10-11H2/t12?,13?,14-,16?,17?/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H25N3O2
Molecular Weight 303.41
AlogP 1.17
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 76.36
Molecular species BASE
Aromatic Rings 0.0
Heavy Atoms 22.0

Bioactivity

Mechanism of Action Action Reference
Dipeptidyl peptidase IV inhibitor INHIBITOR PubMed Other
Protein: Dipeptidyl peptidase IV
Description: Dipeptidyl peptidase 4
Organism : Homo sapiens
P27487 ENSG00000197635
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Serine protease Serine protease SC clan Serine protease S9B subfamily
- 1-3500 2-11 3-17000 95
Enzyme Protease Serine protease
- 1-3500 2-11 3-17000 95
Assay Description Organism Bioactivity Reference
Inhibitory activity against dipeptidylpeptidase IV. None 34.0 nM
Inhibitory concentration against Dipeptidylpeptidase IV [DPP-IV] None 51.0 nM
Inhibitory concentration against dipeptidylpeptidase IV None 3.5 nM
Inhibitory concentration against dipeptidylpeptidase IV None 51.0 nM
Inhibitory activity against DPP4 Homo sapiens 51.0 nM
Inhibition of plasma DPP4 in BALB/c mice 30 min after administration of 18 mg/kg, po Mus musculus 80.0 %
Inhibition of human DPP4 expressed in Caco-2 cells Homo sapiens 4.0 nM
Inhibition of DPP9 Homo sapiens 68.0 nM
Inhibition of DPP9 None 680.0 nM
Inhibition of DPP4 None 120.0 nM
Inhibition of human DPP4 Homo sapiens 51.0 nM
Inhibition of DPP4 None 34.0 nM
Inhibition of DPP4 None 56.0 nM
Inhibition of plasma DPP4 in Wistar rat at 3 mg/kg, po measured 30 mins to 4 hrs Rattus norvegicus 80.0 %
Inhibition of plasma DPP4 in Wistar rat at 3 mg/kg, po measured after 8 hrs Rattus norvegicus 60.0 %
Inhibition of human recombinant DPP4 by fluorescence assay Homo sapiens 3.0 nM
Inhibition of human DPP4 by fluorimetry Homo sapiens 16.6 nM
Inhibition of DPP4 None 3.5 nM
Inhibition of DPP4 None 51.0 nM
Ex vivo inhibition of DPP4 in rat plasma at 3 mg/kg, po after 30 mins Rattus norvegicus 84.0 %
Ex vivo inhibition of DPP4 in rat plasma at 3 mg/kg, po after 8 hrs Rattus norvegicus 73.0 %
Inhibition of DPP4 in presence of 50% human serum None 17.0 nM
Inhibition of DPP4 in presence of 50% rat serum None 16.0 nM
Inhibition of DPP4 None 9.0 nM
Inhibition of DPP9 None 230.0 nM
Inhibition of human recombinant His-tagged DPP4 expressed in insect cells Homo sapiens 56.0 nM
Inhibition of DPP9 None 680.0 nM
Inhibition of DPP4 None 120.0 nM
Inhibition of DPP4 in human plasma assessed as formation of 7-amino-4-methylcoumarin from glycyl-L-proline 4-methylcoumaryl-7-amide by fluorescence assay Homo sapiens 0.58 nM
Inhibition of human seminal plasma DPP4 assessed as pNA release from Gly-Pro-p-nitroanilide substrate pre-incubated with enzyme for 15 min prior to substrate addition by fluorescence technique Homo sapiens 120.0 nM
Inhibition of bovine testes DPP9 assessed as pNA release from Ala-Pro-p-nitroanilide substrate pre-incubated with enzyme for 15 min prior to substrate addition by fluorescence technique Bos taurus 680.0 nM
Inhibition of human DPP4 expressed in baculovirus expression system using Gly-Pro-AMC substrate incubated or 30 mins by fluorescence based assay Homo sapiens 3.2 nM
Inhibition of DPP4 in human plasma using Gly-Pro-AMC as substrate by fluorimetric analysis Homo sapiens 3.0 nM
Inhibition of DPP9 None 95.0 nM
Inhibition of DPP8 None 810.0 nM
Inhibition of DPP4 in human Caco2 cells using H-Ala-Pro-7-amido-4-trifluoromethylcoumarin as substrate after 1 hr by fluorescence assay Homo sapiens 62.0 nM
Inhibition of human purified His-tagged DPP-4 assessed as cleavage of substrate using Gly-Pro-AMC chromogenic substrate after 60 mins by fluorescence spectrophotometry Homo sapiens 3.0 nM
Inhibition of human purified His-tagged DPP-9 assessed as cleavage of substrate using Gly-Pro-AMC chromogenic substrate after 60 mins by fluorescence spectrophotometry Homo sapiens 66.0 nM
Inhibition of 6xHis-tagged recombinant DPP9 (unknown origin) expressed in baculovirus expression system assessed as hydrolysis of Ala-Pro-aminomethylcoumarin preincubated for 20 mins followed by Gly-PropNA3 Tos addition measured after 90 mins by fluorometric assay Homo sapiens 200.0 nM
Inhibition of 6xHis-tagged recombinant human DPP4 expressed in baculovirus expression system assessed as hydrolysis of Ala-Pro-aminomethylcoumarin by fluorometric assay Homo sapiens 20.0 nM
Inhibition of DPP4 (unknown origin) Homo sapiens 10.0 nM
Inhibition of DPP4 (unknown origin) Homo sapiens 3.5 nM
Inhibition of plasma DPP4 (unknown origin) after 24 hrs Homo sapiens 70.0 %
Inhibition of human recombinant DPP4 expressed in baculovirus expression system using Ala-Pro-AMC as substrate by continuous fluorometric assay Homo sapiens 70.0 nM
Inhibition of DPP9 (unknown origin) expressed in baculovirus expression system using Ala-Pro-AMC as substrate by continuous fluorometric assay Homo sapiens 200.0 nM
Inhibition of human DPP4 Homo sapiens 23.0 nM
Inhibition of DPP9 (unknown origin) Homo sapiens 80.0 nM
Inhibition of Porphyromonas gingivalis N-terminal His-tagged DPP4 expressed in Escherichia coli at 10 uM using Gly-Pro-p-nitroanilide as substrate relative to control Porphyromonas gingivalis 50.0 %
Inhibition of human DPP4 Homo sapiens 120.0 nM
Inhibition of bovine DPP9 Bos taurus 680.0 nM
Inhibition of Porphyromonas gingivalis N-terminal His-tagged DPP4 expressed in Escherichia coli using Gly-Pro-p-nitroanilide as substrate preincubated for 15 mins Porphyromonas gingivalis 17.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -5.57 %
Inhibition of DPP4 in human serum assessed as decrease in p-nitroaniline formation using Gly-Pro-p-nitroanilide as substrate at 100 uM preincubated for 5 mins followed by incubation with substrate for 15 mins by microplate reader analysis relative to control Homo sapiens 94.66 %
Inhibition of DPP4 in human serum assessed as decrease in p-nitroaniline formation using Gly-Pro-p-nitroanilide as substrate preincubated for 5 mins followed by incubation with substrate for 15 mins by microplate reader analysis Homo sapiens 15.0 nM
Inhibition of DPP9 (unknown origin) using Gly-Pro-AMC as substrate preincubated for 15 mins followed by substrate addition measured at 60 secs interval for 20 mins by fluorometic method Homo sapiens 50.0 nM
Inhibition of recombinant full-length human N-terminal GST-tagged DPP9 expressed in Sf9 insect cells using Gly-Pro-AMC as substrate measured at 60 secs interval for 20 mins by fluorescence assay Homo sapiens 140.0 nM
Inhibition of human recombinant DPP4 (39 to 766 residues) using Ala-Pro-AFC as substrate incubated for 1 hr by fluorescence assay Homo sapiens 95.0 nM
Binding affinity to human recombinant DPP4 (39 to 766 residues) by surface plasmon resonance analysis Homo sapiens 2.4 nM
Binding affinity to human recombinant DPP4 (39 to 766 residues) at 5 uM by isothermal titration calorimetry Homo sapiens 10.7 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 15.01 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -9.572 %
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 0.54 % 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 0.12 % 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 0.54 % 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 0.12 %
Inhibition of human recombinant DPP9 using Gly-Pro-AMC as substrate preincubated for 15 mins followed by substrate addition and measured for 20 mins by fluorescence based microplate reader assay Homo sapiens 0.12 nM
Inhibition of human recombinant DPP8 using Gly-Pro-AMC as substrate preincubated for 15 mins followed by substrate addition and measured for 20 mins by fluorescence based microplate reader assay Homo sapiens 1.85 nM

Environmental Exposure

Environmental Exposure Map
Countries
Croatia
Czech Republic
Germany
Hungary
Slovakia
Slovenia

Cross References

Resources Reference
ChEBI 135285
ChEMBL CHEMBL142703
DrugBank DB04876
DrugCentral 3642
FDA SRS I6B4B2U96P
Human Metabolome Database HMDB0015596
Guide to Pharmacology 6310
PharmGKB PA165958346
PubChem 6918537
SureChEMBL SCHEMBL16579
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