REGADENOSON

/static/temp/default.svg

Search structure


Trade Names	LEXISCAN
Synonyms	CVT-3146 Lexiscan Rapiscan Regadenoson Regadenoson monohydrate
Status
Molecule Category	Mixture
ATC	C01EB21
UNII	7AXV542LZ4
EPA CompTox	DTXSID4057712


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	LZPZPHGJDAGEJZ-AKAIJSEGSA-N
Smiles	CNC(=O)c1cnn(-c2nc(N)c3ncn([C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O)c3n2)c1
InChI	InChI=1S/C15H18N8O5/c1-17-13(27)6-2-19-23(3-6)15-20-11(16)8-12(21-15)22(5-18-8)14-10(26)9(25)7(4-24)28-14/h2-3,5,7,9-10,14,24-26H,4H2,1H3,(H,17,27)(H2,16,20,21)/t7-,9-,10-,14-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H20N8O6
Molecular Weight	408.38
AlogP	-2.43
Hydrogen Bond Acceptor	12.0
Hydrogen Bond Donor	5.0
Number of Rotational Bond	4.0
Polar Surface Area	186.46
Molecular species	NEUTRAL
Aromatic Rings	3.0
Heavy Atoms	28.0

Bioactivity

Mechanism of Action	Action	Reference
Adenosine A2a receptor agonist	AGONIST	DailyMed


Protein: Adenosine A2a receptor Description: Adenosine receptor A2a Organism : Homo sapiens P29274 ENSG00000128271

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor	10000	-	-	290-1269	-

Assay Description	Organism	Bioactivity	Reference
Receptor binding affinity for the adenosine A2A receptor was determined using [3H]ZM-241385 as a radioligand in rat	None	290.0 nM
Displacement of [125I]-AB MECA from recombinant human adenosine A3 receptor expressed in HEK cells	Homo sapiens	10.0 nM
Displacement of [3H]CGS-21680 from recombinant human adenosine A2a receptor expressed in HEK cells	Homo sapiens	297.0 nM
Binding affinity to A2A adenosine receptor	None	290.0 nM
Binding affinity to human recombinant adenosine receptor A2a	Homo sapiens	290.0 nM
Binding affinity to human adenosine A2A receptor	Homo sapiens	290.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	8.22 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.04 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.04 %

Cross References

Resources	Reference
ChEBI	135613
ChEMBL	CHEMBL317052
DrugBank	DB06213
DrugCentral	2362
FDA SRS	7AXV542LZ4
Guide to Pharmacology	5596
KEGG	D05711
PharmGKB	PA166129536
PubChem	44154280
SureChEMBL	SCHEMBL678893
ZINC	ZINC000013818943
ChEMBL	CHEMBL3989695
DrugBank	DB06213
FDA SRS	2XLN4Y044H
Guide to Pharmacology	5596
KEGG	D05711
PubChem	44154280
SureChEMBL	SCHEMBL15862934
ZINC	ZINC13818943

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).