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Compound Detail

CHEMBL311909

CHICAGO SKY BLUE
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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

Basic Information

ChEMBL ID CHEMBL311909
Name CHICAGO SKY BLUE
Phase Preclinical
Structure Type MOL
InChI Key OHMJKMNGYYWCHB-HVMBLDELSA-N
3
Targets
3
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

904.9
MW (Da)
6.07
ALogP
18
HBA
8
HBD
377.9
PSA (Ų)
0.04
QED
4
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H28N6O16S4
MW 904.89
Aromatic Rings 6
Heavy Atoms 60
NP-Likeness -0.11

Activity Summary

IC50 2 meas. best 5.52
Ki 1 meas. best 6.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vesicular glutamate transporter 3
CHEMBL3472
Ki 6.72 6.72 190.0 1
Unchecked
CHEMBL612545
IC50 5.52 5.52 3000.0 1
Hepatic sodium/bile acid cotransporter
CHEMBL5287
IC50 5.15 5.15 7100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
36111355 10.1021/acs.jmedchem.2c01097 Hepatic sodium/bile acid cotransporter 2
12014964 10.1021/jm010261z Vesicular glutamate transporter 3 1
24686010 10.1016/j.ejmech.2014.03.056 Unchecked 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1

Data from ChEMBL 36 via Core Engine