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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL237500
CHEMBL237500
Compound Name LINAGLIPTIN
ChEMBL Synonyms TRADJENTA | BS 1356 BS | BI-1356 | LINAGLIPTIN | TRAJENTA | BI 1356 BS
Max Phase 4 (Approved)
Trade Names TRADJENTA | TRAJENTA
Molecular Formula C25H28N8O2

Additional synonyms for CHEMBL237500 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC#CCn1c(nc2N(C)C(=O)N(Cc3nc(C)c4ccccc4n3)C(=O)c12)N5CCC[C@@ ...
Download SMILES
Standard InChI InChI=1S/C25H28N8O2/c1-4-5-13-32-21-22(29-24(32)31-12-8-9-17 ...
Download InChI
Standard InChI Key LTXREWYXXSTFRX-QGZVFWFLSA-N

Sources

  • BindingDB Database
  • 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


CHEMBL237500

Molecule Features

CHEMBL237500 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer 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
HypertensionD006973EFO:0000537hypertension1ClinicalTrials
Renal InsufficiencyD0514371ClinicalTrials
Stomach NeoplasmsD013274EFO:0000503gastric adenocarcinoma1ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC
ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia1ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4ClinicalTrials
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov LINAGLIPTIN
The Cochrane Collaboration LINAGLIPTIN

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 CHEMBL237500. 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
CHEMBL4683 Fibroblast activation protein alpha Homo sapiens 0.999

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL284 Dipeptidyl peptidase IV Homo sapiens 1.000
CHEMBL4683 Fibroblast activation protein alpha Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 0.987
CHEMBL216 Muscarinic acetylcholine receptor M1 Homo sapiens 0.958
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 0.210

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
472.6 472.2335 1.15 4 116.86 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
10 1 0 10 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 10.01 2.99 .66 4 35 0.44

Structural Alerts

There are 1 structural alerts for CHEMBL237500. 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
A10BH05 - linagliptin

ChemSpider ChemSpider:LTXREWYXXSTFRX-QGZVFWFLSA-N
DailyMed linagliptin
Wikipedia Linagliptin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL237500



ACToR 668270-12-0
BindingDB 50228403
Brenda 138963 6288 75287 26657 18424
ChEBI 68610
ChemicalBook CB71518518
DrugBank DB08882
DrugCentral 4175
FDA SRS 3X29ZEJ4R2
Guide to Pharmacology 6318
IBM Patent System F473BCBD0EBE1544BA482EFA0DF351B7
LINCS LSM-45916
MolPort MolPort-021-783-260
Nikkaji J2.712.937D
PDBe 356
PubChem 10096344
PubChem: Drugs of the Future 56310616
PubChem: Thomson Pharma 15083733
Selleck linagliptin-bi-1356
SureChEMBL SCHEMBL160188
ZINC ZINC000003820029

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