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

CHEMBL279679

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
CCOc1ccc(OCC)c(NCc2cnc3nc(N)nc(N)c3c2C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279679
Phase Preclinical
Structure Type MOL
InChI Key KKMWDWUZXFYKLD-UHFFFAOYSA-N
6
Targets
16
Activities
1
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

368.4
MW (Da)
2.91
ALogP
8
HBA
3
HBD
121.2
PSA (Ų)
0.58
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24N6O2
MW 368.44
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.09

Activity Summary

IC50 16 meas. best 9.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL5457
 IC50 9.08 9.08 0.8 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 7.77 7.7425 17.0 4
Dihydrofolate reductase
CHEMBL2363
 IC50 7.76 7.4275 17.4 4
Toxoplasma gondii
CHEMBL612888
 IC50 7.22 6.86 60.0 2
Dihydrofolate reductase
CHEMBL1926
 IC50 7.12 7.065 76.7 4
Dihydrofolate reductase
CHEMBL202
 IC50 5.64 5.64 2300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 0.84 nM 9.08 Antimycobacterial activity against Mycobacterium avium complex dihydrofolate red... 11754578
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 17.0 nM 7.77 Inhibitory activity against Dihydrofolate reductase from Toxoplasma gondii 7752201
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 17.0 nM 7.77 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 16.98 nM 7.77 Inhibition of Toxoplasma gondii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 17.4 nM 7.76 Inhibitory activity against Dihydrofolate reductase from rat liver 7752201
Dihydrofolate reductase IC50 = 17.4 nM 7.76 Inhibition of rat liver dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 17.4 nM 7.76 Inhibition of rat liver dihydrofolate reductase 15743188
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 22.0 nM 7.66 Inhibitory activity against Toxoplasma gondii dihydrofolate reductase 8632434
Toxoplasma gondii IC50 = 60.0 nM 7.22 Inhibition of Toxoplasma gondii cell growth 8632434
Dihydrofolate reductase IC50 = 76.7 nM 7.12 Inhibitory activity against Dihydrofolate reductase from Pneumocystis carinii 7752201
Dihydrofolate reductase IC50 = 76.7 nM 7.12 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 76.7 nM 7.12 Inhibition of Pneumocystis carinii dihydrofolate reductase 15743188
Dihydrofolate reductase IC50 = 125.0 nM 6.9 Inhibitory activity against Pneumocystis carinii dihydrofolate reductase 8632434
Toxoplasma gondii IC50 = 320.0 nM 6.5 Inhibitory activity against cultured Toxoplasma gondii 7752201
Dihydrofolate reductase IC50 = 370.0 nM 6.43 Inhibitory activity against rat liver dihydrofolate reductase 8632434
Dihydrofolate reductase IC50 = 2300.0 nM 5.64 Antimycobacterial activity against human dihydrofolate reductase (hDHFR) 11754578

Literature References

PubMed DOI Target Context # Activities
11754578 10.1021/jm010360c Dihydrofolate reductase 4
15743188 10.1021/jm040153n Dihydrofolate reductase 4
7752201 10.1021/jm00010a022 Dihydrofolate reductase 2
8632434 10.1021/jm950760y Dihydrofolate reductase 2
15743188 10.1021/jm040153n Bifunctional dihydrofolate reductase-thymidylate synthase 2
7752201 10.1021/jm00010a022 Bifunctional dihydrofolate reductase-thymidylate synthase 1
7752201 10.1021/jm00010a022 Toxoplasma gondii 1
7752201 10.1021/jm00010a022 Dihydrofolate reductase; P. carinii vs rat 1
7752201 10.1021/jm00010a022 Dihydrofolate reductase; T. gondii vs rat 1
7752201 10.1021/jm00010a022 Unchecked 1
8632434 10.1021/jm950760y Bifunctional dihydrofolate reductase-thymidylate synthase 1
8632434 10.1021/jm950760y Toxoplasma gondii 1
8632434 10.1021/jm950760y Dihydrofolate reductase; P. carinii vs rat 1
8632434 10.1021/jm950760y Dihydrofolate reductase; T. gondii vs rat 1

Data from ChEMBL 36 via Core Engine