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

CHEMBL264373

METOPRINE
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
Cc1nc(N)nc(N)c1-c1ccc(Cl)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL264373
Name METOPRINE
Phase Preclinical
Structure Type MOL
InChI Key VQJHOPSWBGJHQS-UHFFFAOYSA-N

Known Names

Metoprine NSC-19494 NSC-7364 TCMDC-123931
3
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names

Molecular Properties

269.1
MW (Da)
2.92
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.83
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1977

Extended Properties

Molecular Formula C11H10Cl2N4
MW 269.13
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.89

Activity Summary

IC50 13 meas. best 7.52
Ki 1 meas. best 9.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL2363
 Ki 9.92 9.92 0.1 1
Unchecked
CHEMBL612545
 IC50 7.52 6.4764 29.9 11
SARS-CoV-2
CHEMBL4303835
 IC50 5.63 5.63 2340.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase Ki = 0.12 nM 9.92 Inhibitory activity of compound against rat liver Dihydrofolate reductase 9301666
Unchecked IC50 = 29.9 nM 7.52 PubChem BioAssay. alkaline phosphatase stimulation in WNT3A conditioned C2C12 ce... -
Unchecked IC50 = 50.4 nM 7.3 PubChem BioAssay. nuclear beta catenin stimulation in WNT3A conditioned C2C12 ce... -
Unchecked IC50 = 58.88 nM 7.23 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Unchecked IC50 = 117.05 nM 6.93 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 413.42 nM 6.38 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 512.04 nM 6.29 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 633.7 nM 6.2 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 931.65 nM 6.03 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 1006.8 nM 6.0 PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmator... -
Unchecked IC50 = 2029.85 nM 5.69 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked IC50 = 2164.89 nM 5.67 PubChem BioAssay. SNU-C1 viability from Cell TiterGlo-IC50. (Class of assay: c... -
SARS-CoV-2 IC50 = 2340.0 nM 5.63 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
SARS-CoV-2 IC50 = 2340.0 nM 5.63 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -

Literature References

PubMed DOI Target Context # Activities
2810335 10.1021/jm00131a009 Mus musculus 13
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
3934385 10.1021/jm00150a026 Escherichia coli 2
- 10.6019/CHEMBL4495565 Vero C1008 2
- 10.6019/CHEMBL4495565 ADMET 2
9301666 10.1021/jm970055k Mus musculus 2
6699880 10.1021/jm00369a019 Dihydrofolate reductase 2
8632413 10.1021/jm9505122 Rattus norvegicus 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
2362268 10.1021/jm00169a014 L1210 1
7392035 10.1021/jm00180a022 No relevant target 1
2362268 10.1021/jm00169a014 No relevant target 1
6699880 10.1021/jm00369a019 No relevant target 1
9301666 10.1021/jm970055k Dihydrofolate reductase 1
6928967 10.1021/jm00177a025 L1210 1
6928967 10.1021/jm00177a025 CCRF S-180 1
20485427 10.1038/nature09107 Unchecked 1
20485427 10.1038/nature09107 HepG2 1
6094812 10.1021/jm00378a021 ADMET 1

Data from ChEMBL 36 via Core Engine