CAPADENOSON

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Search structure


Synonyms	BAY 68-4986 BAY-68-4986 Bay-684986 Capadenoson
Status
Molecule Category	UNKNOWN
UNII	O519NVW73R


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

Structure


InChI Key	CITWCLNVRIKQAF-UHFFFAOYSA-N
Smiles	N#Cc1c(N)nc(SCc2csc(-c3ccc(Cl)cc3)n2)c(C#N)c1-c1ccc(OCCO)cc1
InChI	InChI=1S/C25H18ClN5O2S2/c26-17-5-1-16(2-6-17)24-30-18(13-34-24)14-35-25-21(12-28)22(20(11-27)23(29)31-25)15-3-7-19(8-4-15)33-10-9-32/h1-8,13,32H,9-10,14H2,(H2,29,31)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C25H18ClN5O2S2
Molecular Weight	520.04
AlogP	5.51
Hydrogen Bond Acceptor	9.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	8.0
Polar Surface Area	128.84
Molecular species	NEUTRAL
Aromatic Rings	4.0
Heavy Atoms	35.0

Bioactivity

Mechanism of Action	Action	Reference
Adenosine A1 receptor partial agonist	PARTIAL AGONIST	PubMed PubMed


Protein: Adenosine A1 receptor Description: Adenosine receptor A1 Organism : Homo sapiens P30542 ENSG00000163485

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	0-1	-	-	1	0

Assay Description	Organism	Bioactivity	Reference
Agonist activity at adenosine A1 receptor (unknown origin) expressed in CHO cells assessed as increase in intracellular cAMP level by RIA	Homo sapiens	0.1 nM
Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cell membranes by competition association assay	Homo sapiens	1.4 nM
Displacement of [3H]ZM241385 from human adenosine A2A receptor expressed in HEK293 cell membranes at 1 uM by competition association assay	Homo sapiens	0.0 %
Displacement of [3H]PSB603 from human adenosine A2B receptor expressed in CHO cell membranes at 1 uM by competition association assay	Homo sapiens	2.5 %
Displacement of [3H]PSB11 from human adenosine A3 receptor expressed in CHO cell membranes at 1 uM by competition association assay	Homo sapiens	1.2 %
Agonist activity at human adenosine A1 receptor expressed in CHO cell membranes by [35S]GTPgammaS binding assay	Homo sapiens	1.1 nM
Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cell membranes at 1 uM by competition association assay	Homo sapiens	80.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	5.43 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	1.083 %
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	-0.26 %		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	-0.26 %

Cross References

Resources	Reference
ChEMBL	CHEMBL3235279
DrugBank	DB16118
FDA SRS	O519NVW73R
Guide to Pharmacology	11221
PubChem	9936489
SureChEMBL	SCHEMBL174016
ZINC	ZINC000043202900

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).