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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL385517
CHEMBL385517
Compound Name SAXAGLIPTIN
ChEMBL Synonyms BMS-477118-11 | SAXAGLIPTIN HYDROCHLORIDE | SAXAGLIPTIN | ONGLYZA | BMS-477118
Max Phase 4 (Approved)
Trade Names ONGLYZA
Molecular Formula C18H25N3O2

Additional synonyms for CHEMBL385517 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N[C@H](C(=O)N1[C@@H](C[C@@H]2C[C@H]12)C#N)C34CC5CC(CC(O)(C5) ...
Download SMILES
Standard InChI InChI=1S/C18H25N3O2/c19-8-13-2-12-3-14(12)21(13)16(22)15(20) ...
Download InChI
Standard InChI Key QGJUIPDUBHWZPV-SGTAVMJGSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL385517

Molecule Features

CHEMBL385517 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dipeptidyl peptidase IV inhibitor Dipeptidyl peptidase IV DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials
ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
Glucose IntoleranceD018149EFO:0002546abnormal glucose tolerance2ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ClinicalTrials
ATC
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome3ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials

Clinical Data

ClinicalTrials.gov SAXAGLIPTIN
The Cochrane Collaboration SAXAGLIPTIN

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 CHEMBL385517. 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
CHEMBL3813 Dipeptidyl peptidase IV Sus scrofa 1.000
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 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
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.979
CHEMBL4653 Dipeptidyl peptidase IV Rattus norvegicus 0.964
CHEMBL3976 Dipeptidyl peptidase II Homo sapiens 0.572
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.527
CHEMBL5769 Seprase Mus musculus 0.450



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3813 Dipeptidyl peptidase IV Sus scrofa 1.000
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 1.000
CHEMBL4683 Fibroblast activation protein alpha Homo sapiens 1.000
CHEMBL4657 Dipeptidyl peptidase VIII Homo sapiens 1.000
CHEMBL4793 Dipeptidyl peptidase IX Homo sapiens 1.000
CHEMBL4653 Dipeptidyl peptidase IV Rattus norvegicus 1.000
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.984
CHEMBL5769 Seprase Mus musculus 0.942
CHEMBL3976 Dipeptidyl peptidase II Homo sapiens 0.890
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.435

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
315.4 315.1947 1.16 2 90.35 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.3 .2 -.7 0 23 0.8

Structural Alerts

There are 2 structural alerts for CHEMBL385517. 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
A10BH03 - saxagliptin

ChemSpider ChemSpider:QGJUIPDUBHWZPV-SGTAVMJGSA-N
DailyMed saxagliptin hydrochloride
PubChem SID: 144206461
Wikipedia Saxagliptin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL385517



ACToR 361442-04-8
BindingDB 11542 50225074
Brenda 39903 39011 2058 138960
ChEBI 71272
DrugBank DB06335
DrugCentral 4114
eMolecules 36518228
EPA CompTox Dashboard DTXSID7048580
Guide to Pharmacology 6316
Human Metabolome Database HMDB0015634
IBM Patent System 89EACEA7D6ADA0310540E00B91D7E573
LINCS LSM-45955
MolPort MolPort-021-783-241
PharmGKB PA165958362
PubChem 11243969
PubChem: Drugs of the Future 57304394
PubChem: Thomson Pharma 16328544 16675586
Selleck Saxagliptin(Onglyza)
SureChEMBL SCHEMBL17168

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