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Compound Detail

CHEMBL255787

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COc1ccc(CC(=O)NC(N/C(=N/C#N)Nc2cccc3ncccc23)C(C)(C)C)cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL255787
Phase Preclinical
Structure Type MOL
InChI Key PUHSRMSFDASMAE-UHFFFAOYSA-N
5
Targets
31
Activities
2
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

474.6
MW (Da)
3.82
ALogP
6
HBA
3
HBD
120.7
PSA (Ų)
0.21
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H30N6O3
MW 474.57
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.96

Activity Summary

IC50 29 meas. best 8.4
Ki 2 meas. best 7.23

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2X purinoceptor 7
CHEMBL2496
 IC50 8.4 7.8417 4.0 6
P2X purinoceptor 7
CHEMBL4805
 IC50 7.4 7.0681 39.8 16
P2X purinoceptor 7
CHEMBL5183
 IC50 7.33 6.826 46.9 5
P2X purinoceptor 7
CHEMBL2496
 Ki 7.23 7.23 59.0 1
P2X purinoceptor 7
CHEMBL4805
 Ki 6.89 6.89 130.0 1
THP-1
CHEMBL614245
 IC50 6.16 6.16 689.0 1
Peritoneal macrophage
CHEMBL5314330
 IC50 6.14 6.14 723.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 62.0 mL.min-1.kg-1 Rattus norvegicus
F 79.0 % Rattus norvegicus
F 20.0 % Rattus norvegicus
T1/2 4.0 hr Rattus norvegicus
Vd 21.0 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2X purinoceptor 7 IC50 = 4.0 nM 8.4 Antagonist activity at rat P2X7 receptor expressed in HEK293 cells assessed as i... 33822617
P2X purinoceptor 7 IC50 = 18.0 nM 7.75 Antagonist activity at rat recombinant P2X7 receptor assessed as inhibition of c... 18272365
P2X purinoceptor 7 IC50 = 18.0 nM 7.75 Antagonist activity at rat recombinant P2X7 receptor expressed in human 1321N1 c... 19540765
P2X purinoceptor 7 IC50 = 18.0 nM 7.75 Antagonist activity at rat P2X7 receptor by calcium flux assay 37857146
P2X purinoceptor 7 IC50 = 19.95 nM 7.7 Antagonist activity at rat cloned P2X7 receptor expressed in HEK293 cells assess... 19397270
P2X purinoceptor 7 IC50 = 19.95 nM 7.7 Activity at rat P2X7 receptor expressed in HEK cells assessed as effect on BzATP... 19191585
P2X purinoceptor 7 IC50 = 40.0 nM 7.4 Antagonist activity at human recombinant P2X7 receptor expressed in human 1321N1... 19540765
P2X purinoceptor 7 IC50 = 40.0 nM 7.4 Antagonist activity at human P2X7 receptor expressed in U-251 cells by FLIPR ass... 37857146
P2X purinoceptor 7 IC50 = 39.81 nM 7.4 Antagonist activity at P2X7 receptor in human THP1 cells assessed as inhibition ... 19191585
P2X purinoceptor 7 IC50 = 39.81 nM 7.4 Antagonist activity at human cloned P2X7 receptor expressed in HEK293 cells asse... 19397270
P2X purinoceptor 7 IC50 = 44.0 nM 7.36 Antagonist activity at human recombinant P2X7 receptor assessed as inhibition of... 18272365
P2X purinoceptor 7 IC50 = 46.91 nM 7.33 Antagonist activity at P2X7 receptor in Swiss mouse peritoneal macrophages asses... 28858765
P2X purinoceptor 7 Ki = 59.0 nM 7.23 Displacement of [3H]-A-804598 from rat P2X7 receptor expressed in HEK293 cell me... 33822617
P2X purinoceptor 7 IC50 = 63.33 nM 7.2 Antagonist activity at P2X7 receptor in Swiss mouse peritoneal macrophages asses... 28858765
P2X purinoceptor 7 IC50 = 82.0 nM 7.09 Antagonist activity at human P2X7 receptor expressed in HEK293 cells assessed as... 28858765
P2X purinoceptor 7 IC50 = 81.0 nM 7.09 Antagonist activity at human P2X7 receptor expressed in HEK293 cells assessed as... 33822617
P2X purinoceptor 7 IC50 = 86.0 nM 7.07 Antagonist activity at human P2X7 receptor expressed in HEK293 cells assessed as... 28858765
P2X purinoceptor 7 IC50 = 90.0 nM 7.05 Antagonist activity at human P2X7 receptor 27427902
P2X purinoceptor 7 IC50 = 89.0 nM 7.05 Antagonist activity at P2X7 receptor in LPS/IFNc-differentiated human THP-1 cell... 28858765
P2X purinoceptor 7 IC50 = 92.0 nM 7.04 Antagonist activity at human recombinant P2X7 receptor expressed in human 1321N1... 19540765

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724801 HEK-293T 320
- 10.6019/CHEMBL5724801 U2OS 320
- 10.6019/CHEMBL5724801 Fibroblast 320
- 10.6019/CHEMBL5303304 U2OS 8
- 10.6019/CHEMBL5303304 Fibroblast 7
28858765 10.1016/j.ejmech.2017.08.034 P2X purinoceptor 7 6
34543755 10.1016/j.bmcl.2021.128361 P2X purinoceptor 7 5
33822617 10.1021/acs.jmedchem.0c02249 P2X purinoceptor 7 5
28858765 10.1016/j.ejmech.2017.08.034 Mus musculus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
19540765 10.1016/j.bmc.2009.05.083 P2X purinoceptor 7 4
19191585 10.1021/jm801528x Rattus norvegicus 4
19397270 10.1021/jm8015848 Rattus norvegicus 3
29133043 10.1016/j.ejmech.2017.10.033 P2X purinoceptor 7 3
30528164 10.1016/j.bmc.2018.11.036 P2X purinoceptor 7 3
29133043 10.1016/j.ejmech.2017.10.033 Peritoneal macrophage 2
- 10.6019/CHEMBL5303304 HEK-293T 2
34543755 10.1016/j.bmcl.2021.128361 HT-29 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2

Data from ChEMBL 36 via Core Engine