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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL317052
CHEMBL317052
Compound Name REGADENOSON
ChEMBL Synonyms Lexiscan | CVT-3146 | REGADENOSON | LEXISCAN
Max Phase 4 (Approved)
Trade Names Lexiscan | LEXISCAN
Molecular Formula C15H18N8O5

Additional synonyms for CHEMBL317052 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC(=O)c1cnn(c1)c2nc(N)c3ncn([C@@H]4O[C@H](CO)[C@@H](O)[C@H] ...
Download SMILES
Standard InChI InChI=1S/C15H18N8O5/c1-17-13(27)6-2-19-23(3-6)15-20-11(16)8- ...
Download InChI
Standard InChI Key LZPZPHGJDAGEJZ-AKAIJSEGSA-N

Sources

  • 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


CHEMBL317052

Molecule Features

CHEMBL317052 compound icon
Drug Type:Natural Product-derived Rule of Five:N 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 A2a receptor agonist Adenosine A2a receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC

Clinical Data

ClinicalTrials.gov REGADENOSON
The Cochrane Collaboration REGADENOSON

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 CHEMBL317052. 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
CHEMBL251 Adenosine A2a receptor Homo sapiens 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL226 Adenosine A1 receptor Homo sapiens 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL3712907 Transmembrane domain-containing protein TMIGD3 Homo sapiens 1.000
CHEMBL1997 Equilibrative nucleoside transporter 1 Homo sapiens 1.000
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL3589 Adenosine kinase Homo sapiens 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL4975 Adenosine A1 receptor Bos taurus 1.000
CHEMBL6069 Pantothenate synthetase Mycobacterium tuberculosis 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL1075269 Adenosine A3 receptor 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
CHEMBL2664 Adenosylhomocysteinase Homo sapiens 1.000
CHEMBL5662 2,3-dihydroxybenzoate-AMP ligase Mycobacterium tuberculosis 1.000
CHEMBL5720 P2Y purinoceptor 1 Meleagris gallopavo 1.000
CHEMBL318 Adenosine A1 receptor Rattus norvegicus 1.000
CHEMBL3360 Adenosine A3 receptor Rattus norvegicus 1.000
CHEMBL2966 Adenosine deaminase Bos taurus 1.000
CHEMBL302 Adenosine A2a receptor Rattus norvegicus 1.000
CHEMBL256 Adenosine A3 receptor Homo sapiens 1.000
CHEMBL3712907 Transmembrane domain-containing protein TMIGD3 Homo sapiens 1.000
CHEMBL1795117 Histone-lysine N-methyltransferase, H3 lysine-79 specific Homo sapiens 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
CHEMBL255 Adenosine A2b receptor Homo sapiens 1.000
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 1.000
CHEMBL1910 Adenosine deaminase Homo sapiens 1.000
CHEMBL2304404 Adenosine A1 receptor Cavia porcellus 1.000
CHEMBL1993 DNA (cytosine-5)-methyltransferase 1 Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
390.4 390.14 -2.43 4 186.46 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
12 5 1 13 6 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.07 1.32 -1.24 -1.24 3 28 0.32

Structural Alerts

There are 1 structural alerts for CHEMBL317052. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01E - OTHER CARDIAC PREPARATIONS
C01EB - Other cardiac preparations
C01EB21 - regadenoson

ChemSpider ChemSpider:LZPZPHGJDAGEJZ-AKAIJSEGSA-N
DailyMed regadenoson
PubChem SID: 170465244

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL317052



ACToR 313348-27-5
BindingDB 50119132
ChEBI 135613
ChemicalBook CB0501002
DrugBank DB06213
DrugCentral 2362
EPA CompTox Dashboard DTXSID4057712
FDA SRS 7AXV542LZ4
Guide to Pharmacology 5596
IBM Patent System 414FDFC91F6271E7C94BA8E5F608697B
MolPort MolPort-006-170-140
Nikkaji J1.806.399I
PharmGKB PA166129536
PubChem 219024
PubChem: Drugs of the Future 12015422
PubChem: Thomson Pharma 14927662 14854126
SureChEMBL SCHEMBL678893
ZINC ZINC000013818943

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