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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL477
CHEMBL477
Compound Name ADENOSINE
ChEMBL Synonyms ADENOSINE | ADENOCARD | ADENOCOR | SR 96225 | ADENOSCAN
Max Phase 4 (Approved)
Trade Names ADENOCOR | ADENOSCAN | ADENOSINE | ADENOCARD
Molecular Formula C10H13N5O4

Additional synonyms for CHEMBL477 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Nc1ncnc2c1ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
Standard InChI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6( ...
Download InChI
Standard InChI Key OIRDTQYFTABQOQ-KQYNXXCUSA-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


CHEMBL477

Molecule Features

CHEMBL477 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adenosine receptor agonist Adenosine receptor FDA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
CardiomyopathiesD009202EFO:0000318cardiomyopathy2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia1ClinicalTrials
Coronary StenosisD023921EFO:1000882coronary stenosis3ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
Tachycardia, ParoxysmalD0136144DailyMed
DailyMed
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NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Takotsubo CardiomyopathyD054549EFO:1002000Takotsubo cardiomyopathy2ClinicalTrials
InflammationD007249MP:0001845inflammation1ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Angina, StableD060050EFO:0003913angina pectoris3ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease2ClinicalTrials
Coronary DiseaseD003327EFO:0001645coronary heart disease2ClinicalTrials
Wolff-Parkinson-White SyndromeD014927EFO:1001450Wolff-Parkinson-White Syndrome4DailyMed
DailyMed
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NeoplasmsD009369EFO:0000616neoplasm3ClinicalTrials

Clinical Data

ClinicalTrials.gov ADENOSINE
The Cochrane Collaboration ADENOSINE

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 CHEMBL477. 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
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL251 Adenosine A2a receptor Homo sapiens 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL6069 Pantothenate synthetase Mycobacterium tuberculosis 1.000
CHEMBL4975 Adenosine A1 receptor Bos taurus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL3740 Poly [ADP-ribose] polymerase-1 Mus musculus 1.000



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL251 Adenosine A2a receptor Homo sapiens 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL3740 Poly [ADP-ribose] polymerase-1 Mus musculus 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL2982 Adenosine kinase Toxoplasma gondii 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 1.000
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 1.000
CHEMBL4398 Purinergic receptor P2Y2 Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL255 Adenosine A2b receptor Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
267.3 267.0968 -1.98 2 139.54 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
9 4 0 9 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.11 3.82 -.76 -.76 2 19 0.49

Structural Alerts

There are 1 structural alerts for CHEMBL477. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01E - OTHER CARDIAC PREPARATIONS
C01EB - Other cardiac preparations
C01EB10 - adenosine

ChemSpider ChemSpider:OIRDTQYFTABQOQ-KQYNXXCUSA-N
DailyMed adenosine
PubChem SID: 144204442 SID: 170465447 SID: 26751564 SID: 50104175 SID: 855932 SID: 90341699
Wikipedia Adenosine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL477



ACToR 30143-02-3 46946-45-6
BindingDB 14487
Brenda 122 99843
ChEBI 16335
ChemicalBook CB7304660
DrugBank DB00640
DrugCentral 90
eMolecules 474947
EPA CompTox Dashboard DTXSID1022558
FDA SRS K72T3FS567
Guide to Pharmacology 2844
Human Metabolome Database HMDB0000050
IBM Patent System 5E6A9BA7D23FA4355D6923ECC7B18A93
KEGG Ligand C00212
LINCS LSM-28568
Mcule MCULE-7071766082 MCULE-6268373280
Metabolights MTBLC16335
MolPort MolPort-001-838-229
Nikkaji J4.501B
PDBe ADN
PharmGKB PA448049
PubChem 60961
PubChem: Drugs of the Future 81044335
PubChem: Thomson Pharma 14774851 14799162
Recon adn
Rhea 16335
Selleck Adenosine(Adenocard)
SureChEMBL SCHEMBL731
ZINC ZINC000002169830

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