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Compound Detail

CHEMBL336208

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CSc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Basic Information

ChEMBL ID CHEMBL336208
Phase Preclinical
Structure Type MOL
InChI Key XNOBOKJVOTYSJV-KQYNXXCUSA-N
16
Targets
25
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

553.3
MW (Da)
-0.91
ALogP
15
HBA
7
HBD
279.1
PSA (Ų)
0.11
QED
3
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H18N5O13P3S
MW 553.28
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness 0.84

Activity Summary

EC50 17 meas. best 9.0
Ki 8 meas. best 5.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2Y purinoceptor 1
CHEMBL2497
EC50 9.0 9.0 1.0 1
P2Y purinoceptor 12
CHEMBL2188
EC50 8.96 8.96 1.1 1
P2Y purinoceptor 1
CHEMBL5720
EC50 8.1 8.1 8.0 2
P2Y purinoceptor 1
CHEMBL4315
EC50 7.47 7.47 34.0 1
P2X purinoceptor 1
CHEMBL2094
EC50 7.27 7.27 54.0 1
P2X purinoceptor 3
CHEMBL2998
EC50 6.46 6.46 350.0 1
P2X purinoceptor 6
CHEMBL2122
EC50 6.22 6.22 600.0 1
P2X purinoceptor 4
CHEMBL2104
EC50 6.0 5.5 1000.0 2
P2X purinoceptor 5
CHEMBL2495
EC50 6.0 6.0 1000.0 1
P2X purinoceptor 2
CHEMBL2135
EC50 5.82 5.82 1500.0 1
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
CHEMBL5925
Ki 5.35 4.864 4470.0 5
P2X purinoceptor 4
CHEMBL2818
EC50 5.13 5.065 7400.0 2
P2X purinoceptor 4
CHEMBL2176849
EC50 5.0 5.0 10000.0 1
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
CHEMBL4295913
Ki 4.69 4.69 20500.0 1
P2Y purinoceptor 11
CHEMBL4867
EC50 4.3 4.3 50000.0 1
P2Y purinoceptor 6
CHEMBL4714
EC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2Y purinoceptor 1 EC50 = 1.0 nM 9.0 Concentration required for calcium mobilization at rat purinergic 2Y1 receptor e... 15317453
P2Y purinoceptor 12 EC50 = 1.1 nM 8.96 Antagonist activity against phospholipase C coupled rat P2Y purinoceptor 12 (P2Y... 12213051
P2Y purinoceptor 1 EC50 = 8.0 nM 8.1 Evaluated for agonist activity against phospholipase C coupled P2Y purinoceptor ... 12213051
P2Y purinoceptor 1 EC50 = 8.0 nM 8.1 Activation of Purinoceptor P2Y1-mediated phospholipase C in turkey erythrocyte m... 11985476
P2Y purinoceptor 1 EC50 = 34.0 nM 7.47 Accumulation of inositol phosphate in 1321N1 astrocytoma cells expressing human ... 11985476
P2X purinoceptor 1 EC50 = 54.0 nM 7.27 Antagonist activity against recombinant human P2X purinoceptor 1 (P2X1 ) 12213051
P2X purinoceptor 3 EC50 = 350.0 nM 6.46 Antagonist activity against recombinant human P2X purinoceptor 3 (P2X3 ) 12213051
P2X purinoceptor 6 EC50 = 600.0 nM 6.22 Antagonist activity against recombinant rat P2X purinoceptor 6 (P2X6 ) 12213051
P2X purinoceptor 4 EC50 = 1000.0 nM 6.0 Antagonist activity against recombinant human P2X purinoceptor 4 (P2X4) 12213051
P2X purinoceptor 5 EC50 = 1000.0 nM 6.0 Antagonist activity against recombinant rat P2X purinoceptor 5 (P2X5) 12213051
P2X purinoceptor 2 EC50 = 1500.0 nM 5.82 Antagonist activity against recombinant rat receptor P2X purinoceptor 2 (P2X2) a... 12213051
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 Ki = 4470.0 nM 5.35 Competitive-inhibition of recombinant human N-terminal His-tagged soluble NPP1 (... 30108800
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 Ki = 5000.0 nM 5.3 Inhibition of recombinant human ENPP1 using ATP as substrate assessed as inhibit... 38359537
P2X purinoceptor 4 EC50 = 7400.0 nM 5.13 Antagonist activity against recombinant rat P2X purinoceptor 4 (P2X4) at 30 uM, ... 12213051
P2X purinoceptor 4 EC50 = 10000.0 nM 5.0 Antagonist activity at human P2X4 receptor expressed in 1321N1 cells assessed as... 23075067
P2X purinoceptor 4 EC50 = 10000.0 nM 5.0 Antagonist activity at rat P2X4 receptor by cell-based calcium influx assay 23075067
P2X purinoceptor 4 EC50 = 10000.0 nM 5.0 Antagonist activity at mouse P2X4 receptor by cell-based calcium influx assay 23075067
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 Ki = 20500.0 nM 4.69 Competitive-inhibition of Wistar rat NPP1 using p-Nph-5'-TMP as substrate measur... 30108800
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 Ki = 21300.0 nM 4.67 Competitive-inhibition of recombinant human N-terminal His-tagged soluble NPP1 (... 30108800
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 Ki = 25300.0 nM 4.6 Competitive-inhibition of recombinant human N-terminal His-tagged soluble NPP1 (... 30108800

Literature References

PubMed DOI Target Context # Activities
30108800 10.1039/C7MD00015D Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 5
23075067 10.1021/jm300845v P2X purinoceptor 4 3
3950912 10.1021/jm00153a003 S-adenosylmethionine synthetase (MAT 1 and MAT 2) 3
8254622 10.1021/jm00076a023 Oryctolagus cuniculus 3
8254622 10.1021/jm00076a023 Cavia porcellus 3
12213051 10.1021/jm020046y P2X purinoceptor 4 2
3950912 10.1021/jm00153a003 S-adenosylmethionine synthase isoform type-2 2
11985476 10.1021/jm010538v P2Y purinoceptor 1 2
8254622 10.1021/jm00076a023 Unchecked 1
38359537 10.1016/j.ejmech.2024.116211 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 1
28938069 10.1021/acs.jmedchem.7b00854 Unchecked 1
15317453 10.1021/jm049771u P2Y purinoceptor 1 1
12213051 10.1021/jm020046y P2Y purinoceptor 1 1
12213051 10.1021/jm020046y P2X purinoceptor 6 1
12213051 10.1021/jm020046y P2X purinoceptor 5 1
12213051 10.1021/jm020046y P2X purinoceptor 3 1
12213051 10.1021/jm020046y P2X purinoceptor 2 1
12213051 10.1021/jm020046y P2X purinoceptor 1 1
12213051 10.1021/jm020046y P2Y purinoceptor 12 1
12213051 10.1021/jm020046y P2Y purinoceptor 11 1

Data from ChEMBL 36 via Core Engine