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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL429910
CHEMBL429910
Compound Name DAPAGLIFLOZIN
ChEMBL Synonyms BMS-512148 | DAPAGLIFLOZIN | BMS-512148-05 | DAPAGLIFLOZIN PROPANEDIOL | DAPAGLIFLOZIN PROPYLENE GLYCOL
Max Phase 4 (Approved)
Trade Names
Molecular Formula C21H25ClO6

Additional synonyms for CHEMBL429910 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOc1ccc(Cc2cc(ccc2Cl)[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H ...
Download SMILES
Standard InChI InChI=1S/C21H25ClO6/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8- ...
Download InChI
Standard InChI Key JVHXJTBJCFBINQ-ADAARDCZSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL429910

Molecule Features

CHEMBL429910 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
Sodium/glucose cotransporter 2 inhibitor Sodium/glucose cotransporter 2 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DIABETES MELLITUS, TYPE 1D003922EFO:0001359TYPE I DIABETES MELLITUS3ClinicalTrials
DIABETES MELLITUSD003920EFO:0000400DIABETES MELLITUS3ClinicalTrials
DIABETES MELLITUS, TYPE 2D003924EFO:0001360TYPE II DIABETES MELLITUS4DailyMed
ClinicalTrials
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov DAPAGLIFLOZIN
The Cochrane Collaboration DAPAGLIFLOZIN

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 CHEMBL429910. 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
CHEMBL3884 Sodium/glucose cotransporter 2 Homo sapiens 1.000
CHEMBL1770047 Low affinity sodium-glucose cotransporter Homo sapiens 1.000
CHEMBL4979 Sodium/glucose cotransporter 1 Homo sapiens 1.000
CHEMBL4837 Adhesin protein fimH Escherichia coli K-12 0.920
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.650

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4979 Sodium/glucose cotransporter 1 Homo sapiens 1.000
CHEMBL3884 Sodium/glucose cotransporter 2 Homo sapiens 1.000
CHEMBL1770047 Low affinity sodium-glucose cotransporter Homo sapiens 1.000
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 0.999
CHEMBL2982 Adenosine kinase Toxoplasma gondii 0.974
CHEMBL4837 Adhesin protein fimH Escherichia coli K-12 0.945
CHEMBL3589 Adenosine kinase Homo sapiens 0.775
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 0.556

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
408.9 408.134 2.41 6 99.38 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 4 0 6 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.23 - 2.09 2.09 2 28 0.59

Structural Alerts

There are no structural alerts for CHEMBL429910

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A10 - DRUGS USED IN DIABETES
A10B - BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
A10BK - Sodium-glucose co-transporter 2 (SGLT2) inhibitors
A10BK01 - dapagliflozin

ChemSpider ChemSpider:JVHXJTBJCFBINQ-ADAARDCZSA-N
DailyMed dapagliflozin propanediol
Wikipedia Dapagliflozin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL429910



ACToR 461432-26-8
BindingDB 50448923 20880
ChEBI 85078
DrugBank DB06292
DrugCentral 4304
eMolecules 32278060
FDA SRS 1ULL0QJ8UC
Guide to Pharmacology 4594
IBM Patent System D30D7CDC463955C1345F8A0E1EBBB607
MolPort MolPort-009-682-875
Nikkaji J2.928.717A
PubChem 9887712
PubChem: Drugs of the Future 57304407
PubChem: Thomson Pharma 14855234 15451267
Selleck Dapagliflozin
SureChEMBL SCHEMBL157820
ZINC ZINC000003819138

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