TONAPOFYLLINE

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Search structure


Synonyms	BG-9928 BG9928 Tonapofylline
Status
Molecule Category	UNKNOWN
UNII	83VNU4U44T
EPA CompTox	DTXSID30187611


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

Structure


InChI Key	ZWTVVWUOTJRXKM-UHFFFAOYSA-N
Smiles	CCCn1c(=O)c2[nH]c(C34CCC(CCC(=O)O)(CC3)CC4)nc2n(CCC)c1=O
InChI	InChI=1S/C22H32N4O4/c1-3-13-25-17-16(18(29)26(14-4-2)20(25)30)23-19(24-17)22-10-7-21(8-11-22,9-12-22)6-5-15(27)28/h3-14H2,1-2H3,(H,23,24)(H,27,28)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H32N4O4
Molecular Weight	416.52
AlogP	3.16
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	8.0
Polar Surface Area	109.98
Molecular species	ACID
Aromatic Rings	2.0
Heavy Atoms	30.0

Bioactivity

Mechanism of Action	Action	Reference
Adenosine A1 receptor antagonist	ANTAGONIST	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	-

Assay Description	Organism	Bioactivity	Reference
Displacement of [3H]DPCPX from adenosine A1 receptor in rat cerebral cortex	Rattus norvegicus	1.0 nM
Displacement of [125I]ABA from human adenosine A1 receptor	Homo sapiens	7.0 nM
Displacement of [125I]3-(4-aminobenzyl)-8-phenyloxyacetate-1-propyl-xanthine from human adenosine A2B receptor	Homo sapiens	90.0 nM
Intrinsic activity at adenosine A1 receptor assessed as blockade of CPA in isolated spontaneously beating rat atria	Rattus norvegicus	0.1585 nM
Binding affinity to human adenosine A1 receptor	Homo sapiens	7.4 nM
Binding affinity to human adenosine A2B receptor	Homo sapiens	90.0 nM
Binding affinity to rat adenosine A1 receptor	Rattus norvegicus	1.3 nM

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL414157
DrugBank	DB12569
FDA SRS	83VNU4U44T
Guide to Pharmacology	5605
PubChem	216466
SureChEMBL	SCHEMBL1565483
ZINC	ZINC000000603777

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).