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Compound Detail

CHEMBL596234

A-317491
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O=C(O)c1cc(C(=O)O)c(C(=O)N(Cc2cccc(Oc3ccccc3)c2)[C@H]2CCCc3ccccc32)cc1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL596234
Name A-317491
Phase Preclinical
Structure Type MOL
InChI Key VQGBOYBIENNKMI-LJAQVGFWSA-N
3
Targets
8
Activities
3
Assay Types
1
PK Parameters
13
Publications
0
Known Names

Molecular Properties

565.6
MW (Da)
6.29
ALogP
5
HBA
3
HBD
141.4
PSA (Ų)
0.21
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H27NO8
MW 565.58
Aromatic Rings 4
Heavy Atoms 42
NP-Likeness -0.65

Activity Summary

IC50 4 meas. best 7.46
Ki 3 meas. best 8.05
EC50 1 meas. best 4.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
P2X2/P2X3 heterotrimeric receptor
CHEMBL3831281
 Ki 8.05 8.05 9.0 2
P2X purinoceptor 3
CHEMBL2998
 Ki 7.66 7.66 22.0 1
P2X purinoceptor 3
CHEMBL2998
 IC50 7.46 7.0425 35.0 4
Unchecked
CHEMBL612545
 EC50 4.89 4.89 13000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.2 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
P2X2/P2X3 heterotrimeric receptor Ki = 9.0 nM 8.05 Antagonist activity at human P2X2/3 expressed in human1321N1 cells assessed as i... 27423478
P2X2/P2X3 heterotrimeric receptor Ki = 9.0 nM 8.05 Antagonist activity at human P2X2/3 receptor expressed in 1321N1 cells assessed ... 39102524
P2X purinoceptor 3 Ki = 22.0 nM 7.66 Antagonist activity at human P2X3 receptor expressed in 1321N1 cells assessed as... 39102524
P2X purinoceptor 3 IC50 = 35.0 nM 7.46 Antagonist activity at recombinant human P2X3 receptor expressed in Xenopus oocy... 24246730
P2X purinoceptor 3 IC50 = 92.0 nM 7.04 Antagonist activity at human P2X3 receptor expressed in C6-BU-1 cells assessed a... 29805055
P2X purinoceptor 3 IC50 = 97.0 nM 7.01 Antagonist activity at recombinant human P2X3 receptor transfected in human 1321... 24246730
P2X purinoceptor 3 IC50 = 220.0 nM 6.66 Antagonist activity at human recombinant P2X3 receptor expressed in HEK293-Tet-o... 27423478
Unchecked EC50 = 13000.0 nM 4.89 Inhibition of HIV1 envelope gp41-mediated fusion of CHO cells expressing HIV1 en... 20004576

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
24246730 10.1016/j.ejmech.2013.10.026 P2X purinoceptor 3 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20004576 10.1016/j.bmcl.2009.11.076 Unchecked 1
29805055 10.1016/j.bmcl.2017.04.060 P2X purinoceptor 3 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
27423478 10.1016/j.bmcl.2016.07.009 P2X purinoceptor 3 1
27423478 10.1016/j.bmcl.2016.07.009 No relevant target 1
27423478 10.1016/j.bmcl.2016.07.009 ADMET 1
27423478 10.1016/j.bmcl.2016.07.009 P2X2/P2X3 heterotrimeric receptor 1
39102524 10.1021/acs.jmedchem.4c01214 P2X purinoceptor 3 1
39102524 10.1021/acs.jmedchem.4c01214 P2X2/P2X3 heterotrimeric receptor 1

Data from ChEMBL 36 via Core Engine