Compound Detail

CHEMBL261482

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Nc1ncnc2c1ncn2[C@@H]1O[C@H](C(=O)NC2CC2)[C@@H](O)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL261482
Phase	Preclinical
Structure Type	MOL
InChI Key	MYNRELUCFAQMFC-QRIDJOKKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

320.3

MW (Da)

-1.69

ALogP

HBA

HBD

148.4

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C13H16N6O4
MW	320.31
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	0.40

Activity Summary

Ki 30 meas. best 8.72

EC50 5 meas. best 7.64

IC50 1 meas. best 7.98

Kd 1 meas. best 5.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A1 CHEMBL226	Ki	8.72	8.72	1.9	2
Adenosine receptor CHEMBL2111386	Ki	8.26	8.26	5.5	1
Adenosine receptor A1 CHEMBL318	Ki	8.19	7.6	6.4	5
Adenosine receptor A2a CHEMBL2605	Ki	8.1	8.1	8.0	1
Adenosine receptor A1 CHEMBL318	IC50	7.98	7.98	10.5	1
Adenosine receptor A2a CHEMBL302	Ki	7.92	7.9033	12.0	3
Adenosine A2 receptor CHEMBL2094117	Ki	7.87	7.87	13.4	1
Adenosine receptor A2a CHEMBL251	EC50	7.64	7.64	22.9	1
Adenosine receptor A2a CHEMBL251	Ki	7.3	7.3	50.0	2
Canis familiaris CHEMBL373	EC50	7.03	7.03	94.0	1
2-oxoglutarate receptor 1 CHEMBL2325	Ki	7.02	7.02	96.0	1
Adenosine receptor A3 CHEMBL256	Ki	6.97	6.805	108.0	4
Adenosine A2 receptor CHEMBL2094117	EC50	6.96	6.96	110.0	1
Endoplasmin CHEMBL1075323	Ki	6.62	6.62	240.0	1
Adenosine A2 receptor CHEMBL2094257	EC50	6.58	6.58	260.0	1
Endoplasmin CHEMBL1075323	Kd	5.92	5.92	1200.0	1
Unchecked CHEMBL612545	Ki	5.85	5.85	1400.0	1
Adenosine receptor A3 CHEMBL3360	Ki	5.8	5.8	1600.0	4
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	5.39	5.385	4100.0	2
Sigma intracellular receptor 2 CHEMBL4105907	Ki	5.36	5.36	4350.0	1
Adenosine receptor A2b CHEMBL255	EC50	5.28	5.28	5300.0	1
Histamine H1 receptor CHEMBL231	Ki	5.1	5.1	7880.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A1	Ki	=	1.9	nM	8.72	Displacement of 3[H]R-PIA from human A1 adenosine receptor expressed in CHO cell...	22486652
Adenosine receptor A1	Ki	=	1.9	nM	8.72	Displacement of [3H]N6-R-phenylisopropyladenosine from human A1A adenosine recep...	30605331
Adenosine receptor	Ki	=	5.5	nM	8.26	Antagonist binding of 2-chloro-[3H]-adenosine to rat brain	6279840
Adenosine receptor A1	Ki	=	6.4	nM	8.19	Displacement of [3H]N6-R-phenylisopropyladenosine from rat A1A adenosine recepto...	30605331
Adenosine receptor A1	Ki	=	6.4	nM	8.19	Displacement of 3[H]R-PIA from rat A1 adenosine receptor expressed in CHO cells ...	22486652
Adenosine receptor A1	Ki	=	6.4	nM	8.19	Binding affinity for A1-adenosine receptor by the displacement of specific [3H]-...	8126704
Adenosine receptor A2a	Ki	=	8.0	nM	8.1	Antagonist binding of N6-cyclohexyl-[3H]-adenosine to guinea pig brain	6279840
Adenosine receptor A1	IC50	=	10.5	nM	7.98	Potency against rat brain adenosine A1 receptor	3018244
Adenosine receptor A2a	Ki	=	12.0	nM	7.92	Displacement of 3[H]CGS21680 from rat A2A adenosine receptor expressed in HEK293...	22486652
Adenosine receptor A2a	Ki	=	12.0	nM	7.92	Ability to displace radioligand [3H]- CGS 21680 from adenosine A2A receptor on r...	10212124
Adenosine A2 receptor	Ki	=	13.4	nM	7.87	Binding affinity for A2-adenosine receptor by the displacement of specific [3H]-...	8126704
Adenosine receptor A2a	Ki	=	13.4	nM	7.87	Displacement of [3H]2-[p-(2-carboxyethyl)phenylethylamino]-5-N-ethylcarboxamidoa...	30605331
Adenosine receptor A2a	EC50	=	22.9	nM	7.64	Agonist activity at human A2A adenosine receptor expressed in CHO cells assessed...	22486652
Adenosine receptor A2a	Ki	=	50.0	nM	7.3	Displacement of 3[H]CGS21680 from human A2A adenosine receptor expressed in HEK2...	22486652
Adenosine receptor A2a	Ki	=	50.0	nM	7.3	Displacement of [3H]2-[p-(2-carboxyethyl)phenylethylamino]-5-N-ethylcarboxamidoa...	30605331
Adenosine receptor A1	Ki	=	63.0	nM	7.2	Ability to displace radioligand [3H]- DPCPX from adenosine A1 receptor on rat co...	10212124
Canis familiaris	EC50	=	94.0	nM	7.03	Coronary vasoactivity in dogs	3018244
2-oxoglutarate receptor 1	Ki	=	96.0	nM	7.02	Binding activity of P3 purinoceptor-like protein (P3LP) using radioligand 40 nM ...	11170630
Adenosine receptor A3	Ki	=	108.0	nM	6.97	Ability to displace radioligand [125I]AB-MECA from membrane of HEK 293 cells sta...	10212124
Adenosine A2 receptor	EC50	=	110.0	nM	6.96	Potency against PC12 cell A2 adenosine receptor by adenylate cyclase activation	3018244

Literature References

PubMed	DOI	Target Context	# Activities
7365748	10.1021/jm00177a021	Canis familiaris	6
33738064	10.1021/acsmedchemlett.0c00509	PC-3	4
22486652	10.1021/jm300095s	Adenosine receptor A1	3
33738064	10.1021/acsmedchemlett.0c00509	Heat shock protein HSP 90-alpha	3
22486652	10.1021/jm300095s	Adenosine receptor A2a	3
3018244	10.1021/jm00159a020	Adenosine A2 receptor	2
18321038	10.1021/jm701442d	Adenosine receptor A2b	2
22486652	10.1021/jm300095s	Adenosine receptor A3	2
10212124	10.1021/jm9804984	Adenosine receptor A3	2
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A3	2
27933810	10.1021/acs.jmedchem.6b01183	5-hydroxytryptamine receptor 2A	2
10212124	10.1021/jm9804984	Adenosine receptor A1	2
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A1	2
7365748	10.1021/jm00177a021	Mus musculus	2
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A2a	2
33738064	10.1021/acsmedchemlett.0c00509	Endoplasmin	2
3018244	10.1021/jm00159a020	Adenosine receptor A1	1
3018244	10.1021/jm00159a020	Canis familiaris	1
6279840	10.1021/jm00345a001	Adenosine receptor A2a	1
8126704	10.1021/jm00031a014	Unchecked	1

Data from ChEMBL 36 via Core Engine