Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL254578

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(O)/C(Cc1ccccc1[N+](=O)[O-])=N\Nc1nc(-c2ccc(Cl)c(Cl)c2)cs1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL254578
Phase Preclinical
Structure Type MOL
InChI Key KFRKRECSIYXARE-HMAPJEAMSA-N
8
Targets
10
Activities
2
Assay Types
1
PK Parameters
15
Publications
0
Known Names

Molecular Properties

451.3
MW (Da)
5.12
ALogP
7
HBA
2
HBD
117.7
PSA (Ų)
0.29
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H12Cl2N4O4S
MW 451.29
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.70

Activity Summary

IC50 9 meas. best 4.94
Kd 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.94 4.88 11600.0 2
BJAB
CHEMBL613536
 IC50 4.7 4.7 20000.0 1
HepG2
CHEMBL395
 IC50 4.43 4.43 36900.0 1
Eukaryotic translation initiation factor 4E
CHEMBL4848
 IC50 4.36 4.36 43500.0 1
Caco-2
CHEMBL614058
 IC50 4.35 4.35 44700.0 1
A549
CHEMBL392
 IC50 4.23 4.23 58600.0 1
HUVEC
CHEMBL613979
 IC50 4.17 4.17 67500.0 1
U-87 MG
CHEMBL614247
 IC50 4.12 4.12 75000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 268.7 - Chlorocebus sabaeus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 11600.0 nM 4.94 Antiproliferative activity against human CRL2351 cells assessed as inhibition of... 24827861
NON-PROTEIN TARGET IC50 = 15300.0 nM 4.82 Antiproliferative activity against human CRL2813 cells assessed as inhibition of... 24827861
BJAB IC50 = 20000.0 nM 4.7 Antiproliferative activity against human BJAB cells after 4 days 28844391
HepG2 IC50 = 36900.0 nM 4.43 Antiproliferative activity against human HepG2 cells assessed as inhibition of c... 31132531
Eukaryotic translation initiation factor 4E IC50 = 43500.0 nM 4.36 Displacement of N-alpha-fluorescein tagged eIF4G-derived peptide from GST-DN26-e... 24827861
Caco-2 IC50 = 44700.0 nM 4.35 Antiproliferative activity against human Caco2 cells assessed as inhibition of c... 31132531
A549 IC50 = 58600.0 nM 4.23 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 31132531
HUVEC IC50 = 67500.0 nM 4.17 Antiproliferative activity against human HUVEC cells assessed as inhibition of c... 31132531
U-87 MG IC50 = 75000.0 nM 4.12 Antiproliferative activity against human U87MG cells assessed as inhibition of c... 31132531

Literature References

PubMed DOI Target Context # Activities
24675136 10.1016/j.ejmech.2014.03.034 Eukaryotic translation initiation factor 4E 8
32353859 10.1038/s41586-020-2286-9 SARS-CoV-2 3
24827861 10.1021/jm401733v NON-PROTEIN TARGET 2
32353859 10.1038/s41586-020-2286-9 Vero C1008 2
18075579 10.1038/nature06526 Eukaryotic translation initiation factor 4E 1
24827861 10.1021/jm401733v Eukaryotic translation initiation factor 4E 1
24675136 10.1016/j.ejmech.2014.03.034 No relevant target 1
28844391 10.1016/j.bmcl.2017.08.003 BJAB 1
32353859 10.1038/s41586-020-2286-9 ADMET 1
31132531 10.1016/j.ejmech.2019.05.044 A549 1
31132531 10.1016/j.ejmech.2019.05.044 Caco-2 1
31132531 10.1016/j.ejmech.2019.05.044 HepG2 1
31132531 10.1016/j.ejmech.2019.05.044 U-87 MG 1
31132531 10.1016/j.ejmech.2019.05.044 HUVEC 1
33892272 10.1016/j.ejmech.2021.113435 Eukaryotic translation initiation factor 4E 1

Data from ChEMBL 36 via Core Engine