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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL142703
CHEMBL142703
Compound Name VILDAGLIPTIN
ChEMBL Synonyms VILDAGLIPTIN | NVP-LAF237 | GALVUS | LAF237
Max Phase 4 (Approved)
Trade Names GALVUS
Molecular Formula C17H25N3O2

Additional synonyms for CHEMBL142703 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES OC12CC3CC(C1)CC(C3)(C2)NCC(=O)N4CCC[C@H]4C#N
Standard InChI InChI=1S/C17H25N3O2/c18-9-14-2-1-3-20(14)15(21)10-19-16-5-12 ...
Download InChI
Standard InChI Key SYOKIDBDQMKNDQ-XWTIBIIYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL142703

Molecule Features

CHEMBL142703 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dipeptidyl peptidase IV inhibitor Dipeptidyl peptidase IV Other PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus3ClinicalTrials
Prediabetic StateD011236EFO:1001121prediabetes syndrome3ClinicalTrials
Diabetes, GestationalD016640EFO:0004593gestational diabetes2ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC
ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus3ClinicalTrials
Glucose IntoleranceD018149EFO:0002546abnormal glucose tolerance2ClinicalTrials

Clinical Data

ClinicalTrials.gov VILDAGLIPTIN
The Cochrane Collaboration VILDAGLIPTIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL142703. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 1.000
CHEMBL5769 Seprase Mus musculus 1.000
CHEMBL4793 Dipeptidyl peptidase IX Homo sapiens 1.000
CHEMBL4657 Dipeptidyl peptidase VIII Homo sapiens 1.000
CHEMBL4683 Fibroblast activation protein alpha Homo sapiens 1.000
CHEMBL4653 Dipeptidyl peptidase IV Rattus norvegicus 1.000
CHEMBL3202 Prolyl endopeptidase Homo sapiens 1.000
CHEMBL3813 Dipeptidyl peptidase IV Sus scrofa 1.000
CHEMBL3976 Dipeptidyl peptidase II Homo sapiens 1.000
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 1.000
CHEMBL2461 Prolyl endopeptidase Sus scrofa 0.998
CHEMBL3910 11-beta-hydroxysteroid dehydrogenase 1 Mus musculus 0.983
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.479
CHEMBL1968 Epoxide hydrolase 1 Homo sapiens 0.291
CHEMBL2409 Epoxide hydratase Homo sapiens 0.277



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 1.000
CHEMBL4657 Dipeptidyl peptidase VIII Homo sapiens 1.000
CHEMBL4793 Dipeptidyl peptidase IX Homo sapiens 1.000
CHEMBL3976 Dipeptidyl peptidase II Homo sapiens 1.000
CHEMBL3202 Prolyl endopeptidase Homo sapiens 1.000
CHEMBL4683 Fibroblast activation protein alpha Homo sapiens 1.000
CHEMBL5769 Seprase Mus musculus 1.000
CHEMBL4653 Dipeptidyl peptidase IV Rattus norvegicus 1.000
CHEMBL3813 Dipeptidyl peptidase IV Sus scrofa 1.000
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 1.000
CHEMBL3910 11-beta-hydroxysteroid dehydrogenase 1 Mus musculus 0.999
CHEMBL2461 Prolyl endopeptidase Sus scrofa 0.998
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.854
CHEMBL2409 Epoxide hydratase Homo sapiens 0.475
CHEMBL2850 Glycogen synthase kinase-3 alpha Homo sapiens 0.368

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
303.4 303.1947 1.17 3 76.36 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.39 .17 -.98 0 22 0.82

Structural Alerts

There are 2 structural alerts for CHEMBL142703. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A10 - DRUGS USED IN DIABETES
A10B - BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
A10BH - Dipeptidyl peptidase 4 (DPP-4) inhibitors
A10BH02 - vildagliptin

ChemSpider ChemSpider:SYOKIDBDQMKNDQ-XWTIBIIYSA-N
Wikipedia Vildagliptin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL142703



BindingDB 11695
Brenda 64118 75289 58976 25034 39902 151480
ChEBI 135285
ChemicalBook CB71449010
DrugBank DB04876
DrugCentral 3642
eMolecules 28294452
EPA CompTox Dashboard DTXSID80881091
FDA SRS I6B4B2U96P
Guide to Pharmacology 6310
Human Metabolome Database HMDB0015596
IBM Patent System 07F46735DD54D34A5444018624F78B5E
MolPort MolPort-006-167-819
PharmGKB PA165958346
PubChem 6918537
PubChem: Drugs of the Future 12015446
PubChem: Thomson Pharma 14849686 14898545
Selleck vildagliptin-laf-237
SureChEMBL SCHEMBL16579

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/SYOKIDBDQMKNDQ-XWTIBIIYSA-N spacer
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