Compound Detail

CHEMBL285819

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Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL285819
Phase	Preclinical
Structure Type	MOL
InChI Key	BIXYYZIIJIXVFW-UUOKFMHZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

301.7

MW (Da)

-1.33

ALogP

HBA

HBD

139.5

PSA (Å²)

0.50

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	C10H12ClN5O4
MW	301.69
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	1.02

Activity Summary

Ki 43 meas. best 8.89

IC50 17 meas. best 7.43

EC50 4 meas. best 7.6

Kd 2 meas. best 5.07

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor CHEMBL2111386	Ki	8.89	7.745	1.3	4
Adenosine receptor A1 CHEMBL226	Ki	8.86	8.3833	1.4	3
Adenosine receptor A1 CHEMBL318	Ki	8.17	8.075	6.7	10
Adenosine receptor A2a CHEMBL2605	Ki	8.1	8.1	8.0	1
Adenosine receptor A3 CHEMBL256	Ki	7.72	6.4775	19.0	4
Adenosine receptor A1 CHEMBL4975	Ki	7.7	7.65	20.2	2
Adenosine A2 receptor CHEMBL2094257	EC50	7.6	7.6	25.1	1
Adenosine receptor A1 CHEMBL318	IC50	7.43	7.43	37.0	1
Adenosine receptor A2a CHEMBL302	Ki	7.2	7.152	63.0	5
Adenosine A2 receptor CHEMBL2094117	Ki	7.2	7.2	63.0	3
Adenosine receptor A2a CHEMBL251	Ki	6.92	6.835	120.0	2
Adenosine A2 receptor CHEMBL2094117	IC50	6.8	6.8	160.0	1
Adenosine receptor A1 CHEMBL2304404	EC50	6.72	6.72	190.6	1
Unchecked CHEMBL612545	IC50	6.34	6.34	460.0	1
Rattus norvegicus CHEMBL376	IC50	6.21	6.21	620.0	1
Adenosine receptor A3 CHEMBL256	EC50	5.79	5.79	1630.0	1
Endoplasmin CHEMBL1075323	Ki	5.75	5.75	1800.0	1
Adenosine receptor A3 CHEMBL3360	Ki	5.72	5.6467	1890.0	3
Heat shock protein HSP 90-alpha CHEMBL3880	Ki	5.66	5.66	2200.0	1
HEp-2 CHEMBL614735	IC50	5.52	5.52	3000.0	1
Plasmodium falciparum CHEMBL364	IC50	5.2	5.0833	6309.6	6
Adenosine receptor A2a CHEMBL2605	EC50	5.1	5.1	8000.0	1
Endoplasmin CHEMBL1075323	Kd	5.07	5.07	8600.0	1
Unchecked CHEMBL612545	Ki	5.01	5.01	9650.0	1
CCRF-CEM CHEMBL382	IC50	5.0	5.0	10000.0	1
K562 CHEMBL385	IC50	4.81	4.76	15400.0	2
Adenosine receptor A2b CHEMBL255	Ki	4.67	4.63	21400.0	2
Heat shock protein HSP 90-alpha CHEMBL3880	Kd	4.42	4.42	38000.0	1
Adenosine deaminase CHEMBL2966	Ki	4.26	4.26	54500.0	1
MCF7 CHEMBL387	IC50	4.14	4.14	72600.0	1
HT-29 CHEMBL384	IC50	4.07	4.07	85600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor	Ki	=	1.3	nM	8.89	Antagonist binding of 2-chloro-[3H]-adenosine in rat brain	6279840
Adenosine receptor A1	Ki	=	1.39	nM	8.86	Binding affinity to human recombinant adenosine A1 receptor	24164628
Adenosine receptor A1	Ki	=	2.8	nM	8.55	Displacement of [3H]N6-phenylisopropyladenosine from recombinant human A1AR expr...	27933810
Adenosine receptor A1	Ki	=	6.7	nM	8.17	Inhibition of [3H]- (R)-P1A binding to adenosine A1 receptor	1766003
Adenosine receptor A1	Ki	=	6.7	nM	8.17	Binding affinity towards adenosine A1 receptor in rat brain cortex	11170643
Adenosine receptor A1	Ki	=	6.7	nM	8.17	Binding affinity towards adenosine A1 receptor in rat brain cortex	11170643
Adenosine receptor A2a	Ki	=	8.0	nM	8.1	Antagonist binding of N6-cyclohexyl-[3H]-adenosine to guinea pig brain	6279840
Adenosine receptor A1	Ki	=	8.74	nM	8.06	Displacement of [3H]CHA from adenosine A1 receptor of rat whole brain	2995663
Adenosine receptor	Ki	=	9.0	nM	8.05	Antagonist binding of L-N6-phenyl-isopropyl)-[3H]adenosine to rat fat	6279840
Adenosine receptor A1	Ki	=	9.3	nM	8.03	Tested for the binding affinity of A1 receptor by displacing the [3H]-PIA in rat...	7932588
Adenosine receptor A1	Ki	=	9.3	nM	8.03	Binding affinity to adenosine A1 receptor in rat brain membranes by measuring di...	7707320
Adenosine receptor A1	Ki	=	9.3	nM	8.03	Binding affinity against adenosine A1 receptor using [3H]-CHA or [3H]PIA as radi...	1738138
Adenosine receptor A1	Ki	=	9.3	nM	8.03	Inhibition of binding of [3H]N6-cyclohexyladenosine to adenosine A1 receptor of ...	2754691
Adenosine receptor A1	Ki	=	9.3	nM	8.03	Inhibition of [3H]PIA binding to rat cortical adenosine A1 receptor	1433217
Adenosine receptor A1	Ki	=	9.3	nM	8.03	Binding affinity towards adenosine A1 receptor on rat whole brain membrane using...	3336027
Adenosine receptor	Ki	=	10.0	nM	8.0	Antagonist binding of 2-chloro-[3H]-adenosine to rat brain	6279840
Adenosine receptor A1	Ki	=	18.4	nM	7.74	Displacement of [3H]CPX from adenosine A1 receptor	8496700
Adenosine receptor A3	Ki	=	19.0	nM	7.72	Binding affinity to human recombinant adenosine A3 receptor	24164628
Adenosine receptor A1	Ki	=	20.2	nM	7.7	Inhibitory activity at Adenosine A1 receptor by inhibition of [3H]CHA binding to...	9572897
Adenosine A2 receptor	EC50	=	25.12	nM	7.6	Coronary arteries vasodilation at the adenosine A2 receptor in langendorff guine...	2016707

Literature References

PubMed	DOI	Target Context	# Activities
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
6279840	10.1021/jm00345a001	Adenosine receptor	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
9873575	10.1016/s0960-894x(98)00452-1	ADMET	4
9572897	10.1021/jm9707737	Unchecked	3
12238926	10.1021/jm020211+	Adenosine receptor A3	3
11170643	10.1021/jm0003642	Adenosine receptor A2a	2
6279840	10.1021/jm00345a001	Adenosine receptor A1	2
1875349	10.1021/jm00112a035	Rattus norvegicus	2
11170643	10.1021/jm0003642	Adenosine receptor A1	2
28933546	10.1021/acs.jmedchem.7b01066	Heat shock protein HSP 90-alpha	2
3336027	10.1021/jm00396a044	Adenosine receptor A1	2
3336027	10.1021/jm00396a044	Adenosine A2 receptor	2
8496700	10.1021/np50094a001	Adenosine receptor A1	2
2579237	10.1021/jm00381a019	Sodium channel alpha subunits; brain (Types I, II, III)	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
11708915	10.1021/jm010232o	Adenosine receptor A3	2
19731917	10.1021/jm9006356	Unchecked	2
19569717	10.1021/jm900413e	Adenosine receptor A2b	2
27933810	10.1021/acs.jmedchem.6b01183	5-hydroxytryptamine receptor 2A	2

Data from ChEMBL 36 via Core Engine