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Compound Detail

CHEMBL4465054

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Nc1nc2c(ncn2[C@@H]2O[C@@H]3COP(=O)(O)O[C@H]4[C@@H](O)[C@H](n5cnc6c(N)ncnc65)O[C@@H]4COP(=O)(O)O[C@@H]2[C@@H]3O)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4465054
Phase Preclinical
Structure Type MOL
InChI Key XRILCFTWUCUKJR-INFSMZHSSA-N
3
Targets
66
Activities
3
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

674.4
MW (Da)
-2.34
ALogP
20
HBA
7
HBD
329.6
PSA (Ų)
0.11
QED
3
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24N10O13P2
MW 674.42
Aromatic Rings 4
Heavy Atoms 45
NP-Likeness 0.75

Activity Summary

EC50 51 meas. best 8.24
Kd 10 meas. best 9.96
IC50 5 meas. best 8.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Stimulator of interferon genes protein
CHEMBL4523377
 Kd 9.96 7.2963 0.1 8
Stimulator of interferon genes protein
CHEMBL4523377
 IC50 8.74 7.132 1.8 5
Stimulator of interferon genes protein
CHEMBL4523377
 EC50 8.24 5.8334 5.8 35
Unchecked
CHEMBL612545
 EC50 7.68 6.0755 21.0 11
Unchecked
CHEMBL612545
 Kd 5.28 5.28 5300.0 1
Stimulator of interferon genes protein
CHEMBL4523311
 EC50 4.86 4.7367 13810.0 3

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr Homo sapiens
T1/2 0.07333 hr Rattus norvegicus
T1/2 0.5833 hr Homo sapiens
T1/2 1.1 hr Homo sapiens
T1/2 42.0 hr Homo sapiens
T1/2 60.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Stimulator of interferon genes protein Kd = 0.11 nM 9.96 Binding affinity to human STING HAQ variant assessed as dissociation constant by... 35332774
Stimulator of interferon genes protein IC50 = 1.8 nM 8.74 Displacement of radiolabeled [3H]-2',3'-cGAMP from human STING HAQ variant incub... 35332774
Stimulator of interferon genes protein IC50 = 1.8 nM 8.74 Displacement of radiolabeled [3H]-2',3'-cGAMP from wild type human STING incubat... 35332774
Stimulator of interferon genes protein Kd = 3.79 nM 8.42 Binding affinity to wild type human STING (139 to 379 residues) by ITC assay 31820978
Stimulator of interferon genes protein Kd = 3.79 nM 8.42 Binding affinity to human STING expressed in Escherichia coli by isothermal titr... 32206239
Stimulator of interferon genes protein Kd = 3.79 nM 8.42 Binding affinity to wild-type STING (unknown origin) assessed as dissociation co... 37027512
Stimulator of interferon genes protein IC50 = 5.5 nM 8.26 Inhibition of anti 6His antibody-labeled terbium cryptate binding to human wild-... 31820985
Stimulator of interferon genes protein EC50 = 5.8 nM 8.24 Binding affinity to 6His-tagged human STING measured after 3 hrs by HTRF assay 33470814
Stimulator of interferon genes protein Kd = 6.2 nM 8.21 Binding affinity to wild type human STING assessed as dissociation constant by S... 35332774
Stimulator of interferon genes protein EC50 = 20.0 nM 7.7 Agonist activity at STING R71H/G230A/R293Q mutant (unknown origin) expressed in ... 37567057
Stimulator of interferon genes protein EC50 = 20.0 nM 7.7 Agonist activity at STING R232 mutant (unknown origin) expressed in digitonin -p... 37567057
Stimulator of interferon genes protein EC50 = 20.0 nM 7.7 Agonist activity at human wild type STING expressed in 293T cells by digitonin c... 36201304
Stimulator of interferon genes protein EC50 = 20.0 nM 7.7 Activation of recombinant human STING haplotype R71H/G230A/R293Q mutant expresse... 31715099
Stimulator of interferon genes protein EC50 = 20.0 nM 7.7 Activation of recombinant human wild-type STING expressed in 293T cells measured... 31715099
Unchecked EC50 = 21.0 nM 7.68 Agonist activity at human STING HAQ expressed in 293T cells by digitonin cell ba... 36201304
Stimulator of interferon genes protein EC50 = 28.3 nM 7.55 Agonist activity at STING in PMA-treated human THP-1 reporter cells incubated fo... 36198216
Stimulator of interferon genes protein EC50 = 28.0 nM 7.55 Agonist activity at human STING R232 mutant transfected in HEK293T cells co-expr... 34000802
Stimulator of interferon genes protein EC50 = 40.0 nM 7.4 Activation of recombinant human STING haplotype G230A/R293Q mutant expressed in ... 31715099
Stimulator of interferon genes protein EC50 = 40.0 nM 7.4 Agonist activity at STING G230A/R293Q mutant (unknown origin) expressed in digit... 37567057
Unchecked EC50 = 41.0 nM 7.39 Agonist activity at human STING AQ expressed in 293T cells by digitonin cell bas... 36201304

Literature References

PubMed DOI Target Context # Activities
31715099 10.1021/acs.jmedchem.9b01062 Stimulator of interferon genes protein 14
36462438 10.1016/j.ejmech.2022.114943 Stimulator of interferon genes protein 14
35332774 10.1021/acs.jmedchem.1c02197 Stimulator of interferon genes protein 14
31820985 10.1021/acs.jmedchem.9b01567 Stimulator of interferon genes protein 8
37567057 10.1016/j.ejmech.2023.115685 Stimulator of interferon genes protein 8
36201304 10.1021/acs.jmedchem.2c01305 Unchecked 8
38784462 10.1039/d3md00593c Stimulator of interferon genes protein 5
36198216 10.1016/j.ejmech.2022.114796 Stimulator of interferon genes protein 5
37567057 10.1016/j.ejmech.2023.115685 Unchecked 4
34000802 10.1021/acs.jmedchem.1c00374 Stimulator of interferon genes protein 4
38091891 10.1016/j.ejmech.2023.116018 Stimulator of interferon genes protein 4
27783523 10.1021/acs.jmedchem.6b01300 Stimulator of interferon genes protein 4
35332774 10.1021/acs.jmedchem.1c02197 Mus musculus 4
36201304 10.1021/acs.jmedchem.2c01305 Stimulator of interferon genes protein 3
31500996 10.1016/j.bmcl.2019.126640 Unchecked 3
35671593 10.1016/j.ejmech.2022.114482 Stimulator of interferon genes protein 3
31715099 10.1021/acs.jmedchem.9b01062 Unchecked 3
37027512 10.1021/acs.jmedchem.2c02046 Stimulator of interferon genes protein 2
35332774 10.1021/acs.jmedchem.1c02197 MC-38 2
31820985 10.1021/acs.jmedchem.9b01567 THP-1 2

Data from ChEMBL 36 via Core Engine