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Compound Detail

CHEMBL4449584

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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]3[C@H]2O)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4449584
Phase Preclinical
Structure Type MOL
InChI Key RFCBNSCSPXMEBK-INFSMZHSSA-N
3
Targets
38
Activities
2
Assay Types
0
PK Parameters
16
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 0.67

Activity Summary

EC50 32 meas. best 7.7
Kd 6 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Stimulator of interferon genes protein
CHEMBL4523377
 Kd 8.4 6.322 4.0 5
Stimulator of interferon genes protein
CHEMBL4523311
 EC50 7.7 7.7 20.0 1
Stimulator of interferon genes protein
CHEMBL4523377
 EC50 6.92 5.9976 120.0 17
Unchecked
CHEMBL612545
 EC50 6.91 5.4115 123.0 13
Unchecked
CHEMBL612545
 Kd 5.27 5.27 5400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Stimulator of interferon genes protein Kd = 4.0 nM 8.4 Binding affinity to wild type human STING C-terminal domain (139 to 379 residues... 32206239
Stimulator of interferon genes protein EC50 = 20.0 nM 7.7 Inhibition of STING in mouse L929 cells assessed as reduction in cGAMP induce IF... 32206239
Stimulator of interferon genes protein EC50 = 120.0 nM 6.92 Activation of recombinant human wild-type STING expressed in 293T cells measured... 31715099
Stimulator of interferon genes protein EC50 = 120.0 nM 6.92 Agonist activity at STING R71H/G230A/R293Q mutant (unknown origin) expressed in ... 37567057
Stimulator of interferon genes protein EC50 = 120.0 nM 6.92 Agonist activity at STING R232 mutant (unknown origin) expressed in digitonin -p... 37567057
Stimulator of interferon genes protein EC50 = 120.0 nM 6.92 Activation of human STING HAQ mutant expressed in digitonin treated HEK293T cell... 34019405
Stimulator of interferon genes protein EC50 = 120.0 nM 6.92 Activation of wild-type human STING expressed in digitonin treated HEK293T cells... 34019405
Stimulator of interferon genes protein EC50 = 121.0 nM 6.92 Agonist activity at human wild type STING expressed in 293T cells by digitonin c... 36201304
Stimulator of interferon genes protein EC50 = 120.0 nM 6.92 Activation of recombinant human STING haplotype R71H/G230A/R293Q mutant expresse... 31715099
Unchecked EC50 = 123.0 nM 6.91 Agonist activity at human STING HAQ expressed in 293T cells by digitonin cell ba... 36201304
Stimulator of interferon genes protein EC50 = 260.0 nM 6.58 Activation of recombinant human STING haplotype G230A/R293Q mutant expressed in ... 31715099
Stimulator of interferon genes protein EC50 = 260.0 nM 6.58 Activation of human STING QA mutant expressed in digitonin treated HEK293T cells... 34019405
Unchecked EC50 = 260.0 nM 6.58 Agonist activity at human STING AQ expressed in 293T cells by digitonin cell bas... 36201304
Stimulator of interferon genes protein EC50 = 260.0 nM 6.58 Agonist activity at STING G230A/R293Q mutant (unknown origin) expressed in digit... 37567057
Stimulator of interferon genes protein Kd = 1040.0 nM 5.98 Binding affinity to wild type human STING (139 to 379 residues) by ITC assay 31820978
Stimulator of interferon genes protein Kd = 1040.0 nM 5.98 Binding affinity to human STING expressed in Escherichia coli by isothermal titr... 32206239
Stimulator of interferon genes protein Kd = 1040.0 nM 5.98 Agonist activity at wild type human STING C-terminal domain (139 to 379 residues... 35671593
Stimulator of interferon genes protein EC50 = 2060.0 nM 5.69 Activation of recombinant human STING haplotype R293Q mutant expressed in 293T c... 31715099
Stimulator of interferon genes protein EC50 = 2060.0 nM 5.69 Agonist activity at STING R293Q mutant (unknown origin) expressed in digitonin -... 37567057
Unchecked EC50 = 2060.0 nM 5.69 Agonist activity at human STING Q expressed in 293T cells by digitonin cell base... 36201304

Literature References

PubMed DOI Target Context # Activities
31715099 10.1021/acs.jmedchem.9b01062 Stimulator of interferon genes protein 14
36201304 10.1021/acs.jmedchem.2c01305 Unchecked 8
34019405 10.1021/acs.jmedchem.1c00301 Stimulator of interferon genes protein 7
37567057 10.1016/j.ejmech.2023.115685 Stimulator of interferon genes protein 6
34019405 10.1021/acs.jmedchem.1c00301 Unchecked 5
31715099 10.1021/acs.jmedchem.9b01062 Unchecked 3
32206239 10.1039/C8MD00555A Stimulator of interferon genes protein 3
36201304 10.1021/acs.jmedchem.2c01305 Stimulator of interferon genes protein 3
37862818 10.1016/j.ejmech.2023.115834 Stimulator of interferon genes protein 3
35671593 10.1016/j.ejmech.2022.114482 Stimulator of interferon genes protein 2
31715099 10.1021/acs.jmedchem.9b01062 Monocyte 1
31820978 10.1021/acs.jmedchem.9b01039 Stimulator of interferon genes protein 1
31820978 10.1021/acs.jmedchem.9b01039 Unchecked 1
37567057 10.1016/j.ejmech.2023.115685 Unchecked 1
37862818 10.1016/j.ejmech.2023.115834 THP1-Dual 1
37862818 10.1016/j.ejmech.2023.115834 Unchecked 1

Data from ChEMBL 36 via Core Engine