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Compound Detail

CHEMBL1200712

EVANS BLUE
💊 Approved Drug
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💊 Approved Drug
Cc1cc(-c2ccc(/N=N/c3ccc4c(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c(N)c4c3O)c(C)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 CHEMBL1200712
Name EVANS BLUE
Phase Approved
Structure Type MOL
InChI Key ATNOAWAQFYGAOY-GPTZEZBUSA-J
Parent Compound CHEMBL1015
Active Moiety CHEMBL1015

Known Names

Direct blue 53 tetrasodium salt Dye evans blue Evan's blue Evans blue NSC-8680
11
Targets
24
Activities
3
Assay Types
0
PK Parameters
20
Publications
5
Known Names

Molecular Properties

872.9
MW (Da)
6.67
ALogP
16
HBA
8
HBD
359.4
PSA (Ų)
0.04
QED
4
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Discontinued
Chirality Achiral

Routes of Administration

Parenteral

Extended Properties

Molecular Formula C34H24N6Na4O14S4
MW 960.82
Aromatic Rings 6
Heavy Atoms 58
NP-Likeness -0.18

Activity Summary

IC50 21 meas. best 8.0
Ki 2 meas. best 7.4
Kd 1 meas. best 5.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.0 5.5729 10.0 7
GroEL/GroES
CHEMBL4106139
 IC50 7.41 7.235 39.0 2
Vesicular glutamate transporter 3
CHEMBL3472
 Ki 7.4 7.4 40.0 1
HSP60/HSP10
CHEMBL4106131
 IC50 6.77 6.77 170.0 1
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 6.7 6.7 200.0 1
Autotaxin
CHEMBL3691
 Ki 6.08 6.08 824.0 1
Autotaxin
CHEMBL3691
 IC50 6.04 6.04 922.0 1
Tyrosine-protein phosphatase 1
CHEMBL4452
 IC50 5.92 5.92 1200.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 5.89 5.89 1300.0 1
Luciferin 4-monooxygenase
CHEMBL5567
 IC50 5.77 5.096 1700.0 5
Albumin
CHEMBL3253
 Kd 5.6 5.6 2500.0 1
Thiosulfate sulfurtransferase
CHEMBL4295835
 IC50 5.06 5.06 8700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 10.0 nM 8.0 Inhibition of porcine heart malate dehydrogenase preincubated for 5 min followed... 34812616
GroEL/GroES IC50 = 39.0 nM 7.41 Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Esche... 30852084
Vesicular glutamate transporter 3 Ki = 40.0 nM 7.4 Evaluated for competitive inhibition against Vesicular glutamate transporter (VG... 12014964
Unchecked IC50 = 87.0 nM 7.06 Inhibition of rat brain VGLUT assessed as inhibition of [3H]glutamate uptake int... 24686010
GroEL/GroES IC50 = 87.0 nM 7.06 Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch... 30852084
HSP60/HSP10 IC50 = 170.0 nM 6.77 Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia co... 30852084
Replicase polyprotein 1ab IC50 = 200.0 nM 6.7 Inhibition of N-terminal 6his/TEV-fused GST tagged full length SARS-CoV-2 Main p... 37244162
Autotaxin Ki = 824.0 nM 6.08 Competitive inhibition of human recombinant C-terminal FLAG-tagged autotaxin exp... 20349977
Autotaxin IC50 = 922.0 nM 6.04 Inhibition of human recombinant C-terminal FLAG-tagged autotaxin expressed in ba... 20349977
Tyrosine-protein phosphatase 1 IC50 = 1200.0 nM 5.92 Inhibitory activity against Saccharomyces cerevisiae Tyrosine phosphatase 1 15050628
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 1300.0 nM 5.89 Inhibition of human PTPase 1B 15050628
Luciferin 4-monooxygenase IC50 = 1700.0 nM 5.77 Inhibition of Photinus pyralis luciferase 18363348
Albumin Kd = 2500.0 nM 5.6 Binding affinity to human serum albumin assessed as dissociation constant by flu... 33751980
Unchecked IC50 = 4800.0 nM 5.32 Inhibition of SARS-COV2 main protease using Ac-Abu-Tle-Leu-Gln-AFC as substrate ... 34812616
Luciferin 4-monooxygenase IC50 = 6900.0 nM 5.16 Inhibition of Photinus pyralis luciferase by PK-Light assay 18363348
Luciferin 4-monooxygenase IC50 = 7600.0 nM 5.12 Inhibition of Photinus pyralis luciferase by Easy lite assay 18363348
Thiosulfate sulfurtransferase IC50 = 8700.0 nM 5.06 Inhibition of native rhodanese (unknown origin) assessed as reduction in rhodane... 30852084
Unchecked IC50 = 10000.0 nM 5.0 Inhibition of Renilla reniformis luciferase 18363348
Luciferin 4-monooxygenase IC50 = 17000.0 nM 4.77 Inhibition of Photinus pyralis luciferase by BrightGlo reporter gene assay 18363348
Unchecked IC50 = 19000.0 nM 4.72 Inhibition of native soluble pig heart MDH assessed as reduction in MDH enzyme a... 30852084

Literature References

PubMed DOI Target Context # Activities
20349977 10.1021/jm901718z Autotaxin 12
18363348 10.1021/jm701302v Luciferin 4-monooxygenase 6
30852084 10.1016/j.bmcl.2019.02.028 Unchecked 5
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 4
34812616 10.1021/acs.jmedchem.1c01547 Unchecked 3
20014752 10.1021/tx900326k Hepatotoxicity 3
18363348 10.1021/jm701302v Unchecked 3
2427720 10.1021/jm00159a001 ATH-8 cell line 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
20349977 10.1021/jm901718z Ectonucleotide pyrophosphatase/phosphodiesterase family member 7 1
20349977 10.1021/jm901718z Glycerophosphocholine cholinephosphodiesterase ENPP6 1
15546742 10.1016/j.bmcl.2004.07.096 Nuclear factor NF-kappa-B p105 subunit 1
20020916 10.1080/15376510701857262 Phospholipidosis 1
24686010 10.1016/j.ejmech.2014.03.056 Unchecked 1
37244162 10.1016/j.ejmech.2023.115491 Replicase polyprotein 1ab 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
15050628 10.1016/j.bmcl.2004.01.079 Tyrosine-protein phosphatase 1 1
30852084 10.1016/j.bmcl.2019.02.028 Thiosulfate sulfurtransferase 1
15050628 10.1016/j.bmcl.2004.01.079 Tyrosine-protein phosphatase non-receptor type 1 1
15050628 10.1016/j.bmcl.2004.01.079 Unchecked 1

Data from ChEMBL 36 via Core Engine