Compound Detail

CHEMBL519809

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CNC(=O)[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL519809
Phase	Preclinical
Structure Type	MOL
InChI Key	PLYRYAHDNXANEG-QMWPFBOUSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

294.3

MW (Da)

-2.23

ALogP

HBA

HBD

148.4

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C11H14N6O4
MW	294.27
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	0.68

Activity Summary

Ki 21 meas. best 8.19

EC50 5 meas. best 7.96

Kd 2 meas. best 6.21

IC50 1 meas. best 6.98

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A3 CHEMBL256	Ki	8.19	7.9	6.4	2
Canis familiaris CHEMBL373	EC50	7.96	7.96	11.0	1
Adenosine receptor A1 CHEMBL226	Ki	7.43	7.43	36.7	1
Adenosine receptor A3 CHEMBL256	EC50	7.42	7.42	38.0	1
P3 purinoceptor CHEMBL612413	Ki	7.29	7.29	51.0	1
2-oxoglutarate receptor 1 CHEMBL2325	Ki	7.29	7.29	51.0	1
Adenosine receptor A3 CHEMBL3360	Ki	7.2	7.17	63.0	2
Adenosine A2 receptor CHEMBL2094117	Ki	7.17	7.16	66.8	2
Adenosine receptor A2a CHEMBL302	Ki	7.17	6.825	67.0	2
Adenosine receptor A1 CHEMBL318	Ki	7.08	6.458	83.6	5
Adenosine receptor A1 CHEMBL318	IC50	6.98	6.98	105.0	1
Endoplasmin CHEMBL1075323	Ki	6.89	6.89	130.0	1
Unchecked CHEMBL612545	Ki	6.69	6.69	202.7	1
Adenosine receptor A2a CHEMBL251	Ki	6.33	6.33	466.0	1
Endoplasmin CHEMBL1075323	Kd	6.21	6.21	620.0	1
Adenosine A2 receptor CHEMBL2094117	EC50	6.14	6.14	720.0	1
Adenosine A2 receptor CHEMBL2094257	EC50	5.77	5.77	1700.0	1
Heat shock protein HSP 90-alpha CHEMBL3880	Ki	5.77	5.77	1700.0	1
Adenosylhomocysteinase CHEMBL2664	Ki	5.71	5.71	1930.0	1
Heat shock protein HSP 90-alpha CHEMBL3880	Kd	4.55	4.55	28000.0	1
Adenosine receptor A2b CHEMBL255	EC50	4.35	4.35	45000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A3	Ki	=	6.4	nM	8.19	Ability to displace radioligand [125I]AB-MECA from membrane of HEK 293 cells sta...	10212124
Canis familiaris	EC50	=	11.0	nM	7.96	Coronary vasoactivity in dogs	3018244
Adenosine receptor A3	Ki	=	24.4	nM	7.61	Displacement of [125I]N6-(4-amino-3-iodobenzyl)adenosine-5-N-methyluronamide fro...	30605331
Adenosine receptor A1	Ki	=	36.7	nM	7.43	Displacement of [3H]N6-R-phenylisopropyladenosine from human A1A adenosine recep...	30605331
Adenosine receptor A3	EC50	=	38.0	nM	7.42	Agonist activity at human adenosine A3 receptor expressed in CHO cells assessed ...	26191370
2-oxoglutarate receptor 1	Ki	=	51.0	nM	7.29	Binding activity of P3 purinoceptor-like protein (P3LP) using radioligand 40 nM ...	11170630
P3 purinoceptor	Ki	=	51.0	nM	7.29	Binding activity was evaluated on P3 purinoceptor-like protein from rat brain me...	9667957
Adenosine receptor A3	Ki	=	63.0	nM	7.2	Displacement of [125I]N6-(4-amino-3-iodobenzyl)adenosine-5-N-methyluronamide fro...	30605331
Adenosine A2 receptor	Ki	=	66.8	nM	7.17	Binding affinity for A2-adenosine receptor by the displacement of specific [3H]-...	8126704
Adenosine receptor A2a	Ki	=	67.0	nM	7.17	Displacement of [3H]2-[p-(2-carboxyethyl)phenylethylamino]-5-N-ethylcarboxamidoa...	30605331
Adenosine A2 receptor	Ki	=	71.0	nM	7.15	Binding to Adenosine A2 receptor was measured in ADA-pretreated rat striatal mem...	2362269
Adenosine receptor A3	Ki	=	72.0	nM	7.14	Binding affinity for recombinant rat A3-adenosine receptor by the displacement o...	8126704
Adenosine receptor A1	Ki	=	83.6	nM	7.08	Binding affinity for A1-adenosine receptor by the displacement of specific [3H]-...	8126704
Adenosine receptor A1	Ki	=	84.0	nM	7.08	Displacement of [3H]N6-R-phenylisopropyladenosine from rat A1A adenosine recepto...	30605331
Adenosine receptor A1	Ki	=	101.0	nM	7.0	Adenosine A1 receptor binding was measured in adenosine deaminase (ADA) pretreat...	2362269
Adenosine receptor A1	IC50	=	105.0	nM	6.98	Potency against rat brain adenosine A1 receptor	3018244
Endoplasmin	Ki	=	130.0	nM	6.89	Displacement of FITC-geldanamycin from GRP94 (unknown origin) after 24 hrs by fl...	33738064
Unchecked	Ki	=	202.7	nM	6.69	Displacement of [3H]NECA from adenosine A2 receptor in presence of cyclopentylad...	8496700
Adenosine receptor A2a	Ki	=	330.0	nM	6.48	Ability to displace radioligand [3H]- CGS 21680 from adenosine A2A receptor on r...	10212124
Adenosine receptor A2a	Ki	=	466.0	nM	6.33	Displacement of [3H]2-[p-(2-carboxyethyl)phenylethylamino]-5-N-ethylcarboxamidoa...	30605331

Literature References

PubMed	DOI	Target Context	# Activities
7365748	10.1021/jm00177a021	Canis familiaris	10
8863793	10.1021/jm960313y	Adenosylhomocysteinase	3
7365748	10.1021/jm00177a021	Mus musculus	2
8496700	10.1021/np50094a001	Unchecked	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
3018244	10.1021/jm00159a020	Adenosine A2 receptor	2
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A3	2
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A2a	2
33738064	10.1021/acsmedchemlett.0c00509	Heat shock protein HSP 90-alpha	2
33738064	10.1021/acsmedchemlett.0c00509	Endoplasmin	2
2362269	10.1021/jm00169a015	Unchecked	1
3018244	10.1021/jm00159a020	Canis familiaris	1
3018244	10.1021/jm00159a020	Adenosine receptor A1	1
9667957	10.1021/jm9802822	P3 purinoceptor	1
8126704	10.1021/jm00031a014	Unchecked	1
10212124	10.1021/jm9804984	Unchecked	1
33738064	10.1021/acsmedchemlett.0c00509	Unchecked	1
8126704	10.1021/jm00031a014	Adenosine receptor A3	1

Data from ChEMBL 36 via Core Engine