CIFORADENANT

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Search structure


Synonyms	CPI-444 Ciforadenant V-81444 V81444
Status
Molecule Category	UNKNOWN
UNII	8KFO2187CP


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

Structure


InChI Key	KURQKNMKCGYWRJ-HNNXBMFYSA-N
Smiles	Cc1ccc(-c2nc(N)nc3c2nnn3Cc2cccc(CO[C@H]3CCOC3)n2)o1
InChI	InChI=1S/C20H21N7O3/c1-12-5-6-16(30-12)17-18-19(24-20(21)23-17)27(26-25-18)9-13-3-2-4-14(22-13)10-29-15-7-8-28-11-15/h2-6,15H,7-11H2,1H3,(H2,21,23,24)/t15-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C20H21N7O3
Molecular Weight	407.43
AlogP	2.12
Hydrogen Bond Acceptor	10.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	6.0
Polar Surface Area	127.0
Molecular species	NEUTRAL
Aromatic Rings	4.0
Heavy Atoms	30.0

Bioactivity

Mechanism of Action	Action	Reference
Adenosine A2a receptor antagonist	ANTAGONIST	PubMed Other


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	-	17-70	-	192	-

Assay Description	Organism	Bioactivity	Reference
Displacement of [3H]CGS-21680 from human adenosine 2A receptor expressed in HEK293 cells incubated for 90 mins by scintillation counting method	Homo sapiens	3.4 nM
Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO-K1 cells incubated for 90 mins by scintillation counting method	Homo sapiens	192.0 nM
Antagonist activity at human adenosine 2A receptor expressed in HEK293 cells assessed as inhibition of NECA-induced cAMP by immunoassay	Homo sapiens	17.0 nM
Antagonist activity at adenosine 2A receptor in human T cells assessed as inhibition of cAMP incubated for 10 mins by Eu-cAMP tracer based TR-FRET assay	Homo sapiens	70.0 nM
Antagonist activity at human A2aR expressed in HEK293 cells assessed as reduction in cAMP production incubated for 60 mins by ultra LANCE cAMP detection assay	Homo sapiens	86.5 nM
Antagonist activity at human A2aR expressed in HEK293 cells assessed as reduction in NECA-induced cAMP production incubated for 20 mins in presence of 40 nM NECA by ultra LANCE cAMP detection assay	Homo sapiens	86.5 nM

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL4297184
DrugBank	DB16125
FDA SRS	8KFO2187CP
Guide to Pharmacology	10190
PubChem	44537963
SureChEMBL	SCHEMBL536782

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).