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

CHEMBL459177

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
COc1cc(-c2ccccc2)cc([C@@H](C)C#Cc2c(C)nc(N)nc2N)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL459177
Phase Preclinical
Structure Type MOL
InChI Key JPENSYBRTSIYGO-AWEZNQCLSA-N
5
Targets
8
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

358.4
MW (Da)
3.78
ALogP
5
HBA
2
HBD
87.0
PSA (Ų)
0.70
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H22N4O
MW 358.45
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.49

Activity Summary

IC50 8 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2366489
 IC50 8.96 8.96 1.1 1
Unchecked
CHEMBL612545
 IC50 8.96 8.96 1.1 1
Dihydrofolate reductase
CHEMBL2329
 IC50 7.48 7.48 33.0 1
Dihydrofolate reductase
CHEMBL1681620
 IC50 7.21 6.965 61.0 2
Dihydrofolate reductase
CHEMBL202
 IC50 5.87 5.87 1360.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 1.1 nM 8.96 Inhibition of Cryptosporidium hominis dihydrofolate reductase expressed in Esche... 18834108
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 1.1 nM 8.96 Spectrophotometric Enzyme Assay: Compounds were evaluated in spectrophotometric ... -
Dihydrofolate reductase IC50 = 33.0 nM 7.48 Inhibition of Candida albicans DHFR expressed in Escherichia coli BL21 (DE3) ass... 19560363
Dihydrofolate reductase IC50 = 61.0 nM 7.21 Inhibition of Staphylococcus aureus wild type recombinant DHFR by MTS assay 20606069
Dihydrofolate reductase IC50 = 190.0 nM 6.72 Inhibition of Staphylococcus aureus DHFR F98Y mutant by MTS assay 20606069
Dihydrofolate reductase IC50 = 1360.0 nM 5.87 Inhibition of human dihydrofolate reductase by spectrophotometry 18834108
Dihydrofolate reductase IC50 = 1360.0 nM 5.87 Inhibition of human DHFR assessed as rate of NADPH consumption using dihydrofola... 19560363
Dihydrofolate reductase IC50 = 1360.0 nM 5.87 Spectrophotometric Enzyme Assay: Compounds were evaluated in spectrophotometric ... -

Literature References

PubMed DOI Target Context # Activities
18834108 10.1021/jm8009124 Unchecked 2
19560363 10.1016/j.bmc.2009.06.021 Dihydrofolate reductase 2
20606069 10.1128/aac.00361-10 Dihydrofolate reductase 2
18834108 10.1021/jm8009124 Dihydrofolate reductase 1
19560363 10.1016/j.bmc.2009.06.021 Unchecked 1
19560363 10.1016/j.bmc.2009.06.021 Candida albicans 1
19560363 10.1016/j.bmc.2009.06.021 ADMET 1

Data from ChEMBL 36 via Core Engine