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

CHEMBL603849

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
CCC(C)C(=Cc1coc2nc(=N)[nH]c(N)c12)c1ccccc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL603849
Phase Preclinical
Structure Type MOL
InChI Key GGNUJBNONVTLHE-UHFFFAOYSA-N
7
Targets
10
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

338.4
MW (Da)
3.81
ALogP
5
HBA
3
HBD
100.9
PSA (Ų)
0.66
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H22N4O2
MW 338.41
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.11

Activity Summary

IC50 7 meas. best 5.38
Ki 3 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL4564
 Ki 7.16 7.16 70.0 1
Dihydrofolate reductase
CHEMBL2363
 Ki 6.0 6.0 1000.0 1
Dihydrofolate reductase
CHEMBL202
 Ki 5.96 5.96 1100.0 1
Dihydrofolate reductase
CHEMBL4564
 IC50 5.38 5.38 4200.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 5.24 5.24 5700.0 1
Dihydrofolate reductase
CHEMBL202
 IC50 5.06 5.06 8640.0 1
Dihydrofolate reductase
CHEMBL2363
 IC50 5.02 5.02 9640.0 1
A-431
CHEMBL614069
 IC50 4.91 4.91 12300.0 1
Unchecked
CHEMBL612545
 IC50 4.26 4.26 55000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.04 4.04 92200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase Ki = 70.0 nM 7.16 Competitive inhibition of mouse DHFR by enzyme kinetics assay in presence of var... 19748785
Dihydrofolate reductase Ki = 1000.0 nM 6.0 Inhibition of rat liver DHFR by enzyme kinetics assay in presence of variable DH... 19748785
Dihydrofolate reductase Ki = 1100.0 nM 5.96 Inhibition of human DHFR in presence of variable DHFA level by enzyme kinetics a... 19748785
Dihydrofolate reductase IC50 = 4200.0 nM 5.38 Inhibition of mouse DHFR in presence of saturating levels of NADPH and DHFA 19748785
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 5700.0 nM 5.24 Inhibition of Toxoplasma gondii DHFR in presence of saturating levels of NADPH a... 19748785
Dihydrofolate reductase IC50 = 8640.0 nM 5.06 Inhibition of human DHFR in presence of saturating levels of NADPH and DHFA 19748785
Dihydrofolate reductase IC50 = 9640.0 nM 5.02 Inhibition of rat liver DHFR in presence of saturating levels of NADPH and DHFA 19748785
A-431 IC50 = 12300.0 nM 4.91 Cytotoxicity against human A431 cells after 48 hrs by CYQUANT cell proliferation... 19748785
Unchecked IC50 = 55000.0 nM 4.26 Inhibition of Pneumocystis carinii DHFR in presence of saturating levels of NADP... 19748785
NON-PROTEIN TARGET IC50 = 92200.0 nM 4.04 Antiangiogenic activity in chicken embryo chorioallantoic membrane assessed as i... 19748785

Literature References

PubMed DOI Target Context # Activities
19748785 10.1016/j.bmc.2009.08.044 Dihydrofolate reductase 6
19748785 10.1016/j.bmc.2009.08.044 Unchecked 3
19748785 10.1016/j.bmc.2009.08.044 A-431 1
19748785 10.1016/j.bmc.2009.08.044 NON-PROTEIN TARGET 1
19748785 10.1016/j.bmc.2009.08.044 Bifunctional dihydrofolate reductase-thymidylate synthase 1
19748785 10.1016/j.bmc.2009.08.044 Epidermal growth factor receptor 1
19748785 10.1016/j.bmc.2009.08.044 Platelet-derived growth factor receptor beta 1
19748785 10.1016/j.bmc.2009.08.044 Vascular endothelial growth factor receptor 2 1

Data from ChEMBL 36 via Core Engine