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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1272
CHEMBL1272
Compound Name REPAGLINIDE
ChEMBL Synonyms ENYGLID | Prandin | NOVONORM | AG-EE 623 ZW | AGEE-623ZW | REPAGLINIDE
Max Phase 4 (Approved)
Trade Names ENYGLID | NOVONORM | PRANDIN | REPAGLINIDE
Molecular Formula C27H36N2O4

Additional synonyms for CHEMBL1272 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOc1cc(CC(=O)N[C@@H](CC(C)C)c2ccccc2N3CCCCC3)ccc1C(=O)O
Standard InChI InChI=1S/C27H36N2O4/c1-4-33-25-17-20(12-13-22(25)27(31)32)18 ...
Download InChI
Standard InChI Key FAEKWTJYAYMJKF-QHCPKHFHSA-N

Sources

  • AstraZeneca Deposited Data
  • 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


CHEMBL1272

Molecule Features

CHEMBL1272 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N 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
Sulfonylurea receptor 1, Kir6.2 blocker Sulfonylurea receptor 1, Kir6.2 PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Parkinson DiseaseD010300EFO:0002508Parkinson's disease1ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC
ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4ClinicalTrials
DailyMed
DailyMed
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DailyMed
FDA

Clinical Data

ClinicalTrials.gov REPAGLINIDE
The Cochrane Collaboration REPAGLINIDE

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 CHEMBL1272. 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
CHEMBL259 Melanocortin receptor 4 Homo sapiens 1.000
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.722
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.313

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL259 Melanocortin receptor 4 Homo sapiens 1.000
CHEMBL4644 Melanocortin receptor 3 Homo sapiens 0.944
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.518

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
452.6 452.2675 5.22 10 78.87 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 1 6 2 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.19 5.78 4.88 1.99 2 33 0.52

Structural Alerts

There are 1 structural alerts for CHEMBL1272. 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
A10BX - Other blood glucose lowering drugs, excl. insulins
A10BX02 - repaglinide

ChemSpider ChemSpider:FAEKWTJYAYMJKF-QHCPKHFHSA-N
DailyMed repaglinide
PubChem SID: 11112894 SID: 144204272 SID: 26719812 SID: 49648522
Wikipedia Repaglinide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1272



ACToR 135062-02-1
BindingDB 50153520
Brenda 145985 145071
ChEBI 8805
ChemicalBook CB4140539
DrugBank DB00912
DrugCentral 2366
eMolecules 6718905
EPA CompTox Dashboard DTXSID3023552
FDA SRS 668Z8C33LU
Guide to Pharmacology 6841
Human Metabolome Database HMDB0015048
IBM Patent System CE91A97625E062B84CCC63FA251A3E26
KEGG Ligand C07670
LINCS LSM-3863
Mcule MCULE-3611790330
MolPort MolPort-003-850-140
NIH Clinical Collection SAM001246546
Nikkaji J555.407A
PharmGKB PA451234
PubChem 65981
PubChem: Drugs of the Future 12014667
PubChem: Thomson Pharma 14833410 14808699
Selleck Repaglinide
SureChEMBL SCHEMBL16137
ZINC ZINC000003798537

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