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Compound Detail

CHEMBL69234

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Cc1nc(/N=N/c2ccc(S(=O)(=O)O)cc2S(=O)(=O)O)c(COP(=O)(O)O)c(C=O)c1O

Basic Information

ChEMBL ID CHEMBL69234
Phase Preclinical
Structure Type MOL
InChI Key PNFZSRRRZNXSMF-WUKNDPDISA-N
17
Targets
27
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

511.4
MW (Da)
1.43
ALogP
11
HBA
5
HBD
250.4
PSA (Ų)
0.15
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H14N3O12PS2
MW 511.38
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.13

Activity Summary

IC50 18 meas. best 7.0
EC50 9 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2X purinoceptor 1
CHEMBL5496
IC50 7.0 7.0 99.0 1
P2X purinoceptor 1
CHEMBL2530
EC50 7.0 7.0 99.0 1
P2X purinoceptor 1
CHEMBL2530
IC50 7.0 5.67 99.0 3
P2X purinoceptor 3
CHEMBL4824
IC50 6.62 6.62 240.0 1
P2X purinoceptor 3
CHEMBL2998
EC50 6.62 6.195 240.0 2
P2X purinoceptor 3
CHEMBL2998
IC50 6.62 6.62 240.0 1
P2Y purinoceptor 1
CHEMBL4315
EC50 6.0 5.37 1000.0 2
P2X purinoceptor 7
CHEMBL4805
IC50 5.93 5.93 1180.0 1
P2X purinoceptor 2
CHEMBL2135
IC50 5.8 5.8 1600.0 1
P2X purinoceptor 6
CHEMBL2122
IC50 5.7 5.7 2000.0 1
P2X purinoceptor 2
CHEMBL2531
IC50 5.7 5.7 2020.0 1
P2X purinoceptor 5
CHEMBL2495
EC50 5.58 5.58 2600.0 1
P2X purinoceptor 4
CHEMBL2818
IC50 5.58 5.58 2600.0 1
P2X purinoceptor 4
CHEMBL2104
IC50 5.21 4.885 6100.0 2
P2X purinoceptor 5
CHEMBL4942
IC50 5.07 5.07 8450.0 1
P2X purinoceptor 4
CHEMBL2104
EC50 5.0 5.0 10000.0 1
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
CHEMBL4295913
IC50 4.92 4.92 12000.0 1
P2X purinoceptor 2
CHEMBL2135
EC50 4.92 4.92 12000.0 1
P2Y purinoceptor 1
CHEMBL5720
IC50 4.78 4.78 16600.0 1
P2X purinoceptor 4
CHEMBL2176849
IC50 4.68 4.68 21000.0 1
P2X purinoceptor 7
CHEMBL2496
EC50 4.21 4.21 62000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2X purinoceptor 1 EC50 = 99.0 nM 7.0 The compound was evaluated for antagonist activity against recombinant rat P2X p... 12213051
P2X purinoceptor 1 IC50 = 99.0 nM 7.0 Antagonist activity at mouse P2X1 receptor 24246730
P2X purinoceptor 1 IC50 = 99.0 nM 7.0 Inhibition of inward ion current elicited by ATP at P2X1 receptor expressed in X... 11462975
P2X purinoceptor 3 EC50 = 240.0 nM 6.62 The compound was evaluated for antagonist activity against recombinant rat P2X p... 12213051
P2X purinoceptor 3 IC50 = 240.0 nM 6.62 Antagonist activity at human P2X3 receptor 24246730
P2X purinoceptor 3 IC50 = 240.0 nM 6.62 Inhibition of inward ion current elicited by ATP was determined at recombinant P... 11462975
P2X purinoceptor 1 IC50 = 1000.0 nM 6.0 Antagonist activity at rat P2X1 receptor 32345019
P2Y purinoceptor 1 EC50 = 1000.0 nM 6.0 Evaluated for agonist activity against phospholipase C coupled P2Y purinoceptor ... 12213051
P2X purinoceptor 7 IC50 = 1180.0 nM 5.93 Antagonist activity at recombinant human P2X7 receptor assessed as inhibition of... 24246730
P2X purinoceptor 2 IC50 = 1600.0 nM 5.8 Inhibition of inward ion current elicited by ATP at P2X2 receptor expressed in X... 11462975
P2X purinoceptor 3 EC50 = 1700.0 nM 5.77 Antagonist activity against recombinant human P2X purinoceptor 3 (P2X3 ) 12213051
P2X purinoceptor 6 IC50 = 2000.0 nM 5.7 Inhibition of inward ion current elicited by ATP at rat P2X6 receptor (mutant ty... 11462975
P2X purinoceptor 2 IC50 = 2020.0 nM 5.7 Antagonist activity against human P2X2R stably transfected in human 1321N1 cells... 35660250
P2X purinoceptor 5 EC50 = 2600.0 nM 5.58 Antagonist activity against recombinant rat P2X purinoceptor 5 (P2X5) 12213051
P2X purinoceptor 4 IC50 = 2600.0 nM 5.58 Inhibition of inward ion current elicited by ATP at rat P2X4 receptor (mutant ty... 11462975
P2X purinoceptor 4 IC50 = 6100.0 nM 5.21 Antagonist activity against human P2X4R stably transfected in human 1321N1 cells... 35660250
P2X purinoceptor 5 IC50 = 8450.0 nM 5.07 Antagonist activity against human P2X5R stably transfected in human 1321N1 cells... 35660250
P2X purinoceptor 4 EC50 = 10000.0 nM 5.0 Antagonist activity against recombinant human P2X purinoceptor 4 (P2X4) 12213051
P2X purinoceptor 2 EC50 = 12000.0 nM 4.92 The compound was evaluated for antagonist activity against recombinant rat recep... 12213051
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 IC50 = 12000.0 nM 4.92 Inhibition of NPP1 in Wistar rat C6 cells using [gamma-32P]ATP as substrate pret... 30108800

Literature References

PubMed DOI Target Context # Activities
11462975 10.1021/jm9904203 P2X purinoceptor 4 4
11462975 10.1021/jm9904203 P2X purinoceptor 6 2
12213051 10.1021/jm020046y P2X purinoceptor 3 2
12213051 10.1021/jm020046y P2X purinoceptor 4 2
12213051 10.1021/jm020046y P2Y purinoceptor 1 2
12213051 10.1021/jm020046y P2X purinoceptor 6 1
35660250 10.1016/j.ejmech.2022.114491 P2X purinoceptor 7 1
9632352 10.1021/jm980183o P2X purinoceptor 3 1
9632352 10.1021/jm980183o P2X purinoceptor 1 1
11462975 10.1021/jm9904203 P2Y purinoceptor 1 1
11462975 10.1021/jm9904203 P2X purinoceptor 3 1
11462975 10.1021/jm9904203 P2X purinoceptor 2 1
11462975 10.1021/jm9904203 P2X purinoceptor 1 1
12213051 10.1021/jm020046y P2X purinoceptor 7 1
12213051 10.1021/jm020046y P2X purinoceptor 5 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 6 1
12213051 10.1021/jm020046y P2Y purinoceptor 4 1

Data from ChEMBL 36 via Core Engine