Compound Detail

CHEMBL296966

CHICAGO SKY BLUE SODIUM

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COc1cc(-c2ccc(/N=N/c3ccc4c(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c(N)c4c3O)c(OC)c2)ccc1/N=N/c1ccc2c(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c(N)c2c1O.[Na+].[Na+].[Na+].[Na+]

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL296966
Name	CHICAGO SKY BLUE SODIUM
Phase	Preclinical
Structure Type	MOL
InChI Key	BPHHNXJPFPEJOF-GPTZEZBUSA-J
Parent Compound	CHEMBL311909
Active Moiety	CHEMBL311909

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

904.9

MW (Da)

6.07

ALogP

HBA

HBD

377.9

PSA (Å²)

0.04

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C34H24N6Na4O16S4
MW	992.82
Aromatic Rings	6
Heavy Atoms	60
NP-Likeness	-0.11

Activity Summary

IC50 7 meas. best 6.43

EC50 1 meas. best 5.32

Kd 1 meas. best 5.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Macrophage migration inhibitory factor CHEMBL2085	IC50	6.43	6.084	370.0	5
Inosine-5'-monophosphate dehydrogenase CHEMBL4523953	IC50	5.8	5.8	1600.0	1
Unchecked CHEMBL612545	IC50	5.59	5.59	2580.0	1
AIK-T4 CHEMBL614024	EC50	5.32	5.32	4800.0	1
Macrophage migration inhibitory factor CHEMBL2085	Kd	5.04	5.04	9040.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Macrophage migration inhibitory factor	IC50	=	370.0	nM	6.43	Inhibition of recombinant biotinylated human MIF tautomerase activity expressed ...	33062162
Macrophage migration inhibitory factor	IC50	=	400.0	nM	6.4	Inhibition of recombinant human MIF expressed in Escherichia coli BL21 DE3 bindi...	33062162
Macrophage migration inhibitory factor	IC50	=	810.0	nM	6.09	Inhibition recombinant human biotin-labeled MIF binding to recombinant human sol...	29812929
Macrophage migration inhibitory factor	IC50	=	810.0	nM	6.09	Inhibition of recombinant biotinylated human MIF expressed in Escherichia coli B...	33062162
Inosine-5'-monophosphate dehydrogenase	IC50	=	1600.0	nM	5.8	Inhibition of Pseudomonas aeruginosa IMPDH using IMP as substrate in the presenc...	30769241
Unchecked	IC50	=	2580.0	nM	5.59	Inhibition of synthetic amyloid beta-42 oligomerization by ELISA	17284452
Macrophage migration inhibitory factor	IC50	=	3900.0	nM	5.41	Inhibition of MIF-induced IL-8 secretion in human foreskin fibroblasts incubated...	33062162
AIK-T4	EC50	=	4800.0	nM	5.32	Ability to prevent HIV-1 induced T4 cell killing and HIV-1 replication.	7752188
Macrophage migration inhibitory factor	Kd	=	9040.0	nM	5.04	Binding affinity to recombinant biotinylated human MIF expressed in Escherichia ...	33062162

Literature References

PubMed	DOI	Target Context	# Activities
33062162	10.1021/acsmedchemlett.9b00351	Macrophage migration inhibitory factor	5
17284452	10.1074/jbc.m608207200	Unchecked	4
17967909	10.1128/aac.00972-07	Human immunodeficiency virus 1	3
30769241	10.1016/j.ejmech.2019.01.064	Inosine-5'-monophosphate dehydrogenase	3
19640715	10.1016/j.bmcl.2009.07.082	Unchecked	2
29812929	10.1021/acs.jmedchem.8b00589	Macrophage migration inhibitory factor	2
7752188	10.1021/jm00010a007	AIK-T4	1
7752188	10.1021/jm00010a007	Unchecked	1
-	10.1101/2020.04.03.023846	SARS-CoV-2	1

Data from ChEMBL 36 via Core Engine