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Compound Detail

CHEMBL4096573

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O=C(N[C@H]1CCCC[C@H]1C(=O)O)c1cnn2c(O)cc(-c3ccccc3)nc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4096573
Phase Preclinical
Structure Type MOL
InChI Key PHGTYMRDHDEHLI-HIFRSBDPSA-N
1
Targets
8
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

380.4
MW (Da)
2.48
ALogP
6
HBA
3
HBD
116.8
PSA (Ų)
0.64
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20N4O4
MW 380.40
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.24

Activity Summary

Kd 5 meas. best 6.7
IC50 3 meas. best 5.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclic GMP-AMP synthase
CHEMBL4105728
 Kd 6.7 6.7 200.0 5
Cyclic GMP-AMP synthase
CHEMBL4105728
 IC50 5.7 5.44 2000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclic GMP-AMP synthase Kd = 200.0 nM 6.7 Binding affinity to human cGAS (2 to 522 residues) expressed in Sf9 insect cells... 28934246
Cyclic GMP-AMP synthase Kd = 200.0 nM 6.7 Binding affinity to human CGAS after 1 hr in presence of Cy5-labeled cGAMP by fl... 32206239
Cyclic GMP-AMP synthase Kd = 200.0 nM 6.7 Binding affinity to human Cyclic GMP-AMP synthase (2 to 522 residues) expressed ... 30462504
Cyclic GMP-AMP synthase Kd = 200.0 nM 6.7 Binding affinity to human cGAS assessed as dissociation constant 34044539
Cyclic GMP-AMP synthase Kd = 200.0 nM 6.7 Binding affinity to human cGas assessed as dissociation constant 38619191
Cyclic GMP-AMP synthase IC50 = 2000.0 nM 5.7 Inhibition of human cGAS (2 to 522 residues) expressed in Sf9 insect cells asses... 28934246
Cyclic GMP-AMP synthase IC50 = 4900.0 nM 5.31 Inhibition of human cGAS (2 to 522 residues) expressed in Sf9 insect cells asses... 28934246
Cyclic GMP-AMP synthase IC50 = 4900.0 nM 5.31 Inhibition of human cGas in presence of ATP by mass spectrometry analysis 38619191

Literature References

PubMed DOI Target Context # Activities
28934246 10.1371/journal.pone.0184843 Cyclic GMP-AMP synthase 4
38619191 10.1021/acs.jmedchem.3c02229 Cyclic GMP-AMP synthase 2
28934246 10.1371/journal.pone.0184843 THP-1 1
32206239 10.1039/C8MD00555A Cyclic GMP-AMP synthase 1
30462504 10.1021/acs.jmedchem.8b01472 Cyclic GMP-AMP synthase 1
34044539 10.1021/acs.jmedchem.1c00398 Cyclic GMP-AMP synthase 1

Data from ChEMBL 36 via Core Engine