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

CHEMBL400364

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
Cc1[nH]c2nc(N)[nH]c(=O)c2c1Sc1ccc([N+](=O)[O-])cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL400364
Phase Preclinical
Structure Type MOL
InChI Key IXCJWBJTGZAHRW-UHFFFAOYSA-N
4
Targets
13
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

317.3
MW (Da)
2.20
ALogP
6
HBA
3
HBD
130.7
PSA (Ų)
0.50
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H11N5O3S
MW 317.33
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -1.14

Activity Summary

IC50 12 meas. best 6.89
EC50 1 meas. best 5.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Thymidylate synthase
CHEMBL1952
 IC50 6.89 6.3117 130.0 6
Squamous carcinoma cell line
CHEMBL613971
 EC50 5.82 5.82 1500.0 1
Thymidylate synthase
CHEMBL5328
 IC50 5.29 5.29 5100.0 1
Thymidylate synthase
CHEMBL6137
 IC50 4.89 4.71 13000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Thymidylate synthase IC50 = 130.0 nM 6.89 Inhibition of human thymidylate synthase 18072727
Thymidylate synthase IC50 = 150.0 nM 6.82 The inhibitory concentration of compound was evaluated on Human Thymidylate synt... 8917644
Thymidylate synthase IC50 = 150.0 nM 6.82 Inhibitory concentration against human thymidylate synthase 15837298
Thymidylate synthase IC50 = 150.0 nM 6.82 Inhibition of human thymidylate synthase 18800768
Squamous carcinoma cell line EC50 = 1500.0 nM 5.82 Growth inhibition of the FaDu Human Squamous Cell carcinoma cell line 8917644
Thymidylate synthase IC50 = 2000.0 nM 5.7 The inhibitory concentration of compound was evaluated on Pneumocystis carini Th... 8917644
Thymidylate synthase IC50 = 5100.0 nM 5.29 The inhibitory concentration of compound was evaluated on Lactobacillus casei Th... 8917644
Thymidylate synthase IC50 = 13000.0 nM 4.89 The inhibitory concentration of compound was evaluated on Escherichia coli Thymi... 8917644
Thymidylate synthase IC50 = 13000.0 nM 4.89 Inhibition of Escherichia coli thymidylate synthase 18800768
Thymidylate synthase IC50 = 15000.0 nM 4.82 The inhibitory concentration of compound was evaluated on Streptococcus faecium ... 8917644
Thymidylate synthase IC50 = 45000.0 nM 4.35 Inhibition of Escherichia coli thymidylate synthase 18072727

Literature References

PubMed DOI Target Context # Activities
8917644 10.1021/jm960097t Thymidylate synthase 6
18072727 10.1021/jm701052u Unchecked 4
18072727 10.1021/jm701052u Thymidylate synthase 2
18800768 10.1021/jm8006933 Thymidylate synthase 2
18800768 10.1021/jm8006933 Bifunctional dihydrofolate reductase-thymidylate synthase 2
18800768 10.1021/jm8006933 Dihydrofolate reductase 2
8917644 10.1021/jm960097t Dihydrofolate reductase 1
8917644 10.1021/jm960097t Bifunctional dihydrofolate reductase-thymidylate synthase 1
8917644 10.1021/jm960097t Unchecked 1
8917644 10.1021/jm960097t Squamous carcinoma cell line 1
15837298 10.1016/j.bmcl.2005.03.029 Thymidylate synthase 1
18072727 10.1021/jm701052u Dihydrofolate reductase 1
18800768 10.1021/jm8006933 Unchecked 1

Data from ChEMBL 36 via Core Engine