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Compound Detail

CHEMBL288647

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COc1ccc(OCc2cccc(C(=O)O)c2)cc1Cc1cnc(N)nc1N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL288647
Phase Preclinical
Structure Type MOL
InChI Key JQUDVRQNCIBTMP-UHFFFAOYSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

380.4
MW (Da)
2.52
ALogP
7
HBA
3
HBD
133.6
PSA (Ų)
0.57
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 C20H20N4O4
MW 380.40
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.35

Activity Summary

IC50 8 meas. best 6.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL5457
 IC50 6.92 6.92 120.0 2
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 6.22 6.22 600.0 2
Dihydrofolate reductase
CHEMBL1926
 IC50 6.05 6.05 890.0 2
Dihydrofolate reductase
CHEMBL2363
 IC50 4.72 4.72 19000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 120.0 nM 6.92 Inhibitory concentration against dihydrofolate reductase of Mycobacterium avium 14998335
Dihydrofolate reductase IC50 = 120.0 nM 6.92 Inhibition of Dihydrohydrofolate reductase(DHFR) of Mycobacterium avium 12699390
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 600.0 nM 6.22 Inhibitory concentration against dihydrofolate reductase of Toxoplasma gondii 14998335
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 600.0 nM 6.22 Inhibitory activity against Dihydrohydrofolate reductase(DHFR) of Toxoplasma gon... 12699390
Dihydrofolate reductase IC50 = 890.0 nM 6.05 Inhibitory concentration against dihydrofolate reductace enzyme of Pneumocystis ... 14998335
Dihydrofolate reductase IC50 = 890.0 nM 6.05 Inhibition of Dihydrohydrofolate reductase(DHFR) of Pneumocystis carinii 12699390
Dihydrofolate reductase IC50 = 19000.0 nM 4.72 Inhibitory concentration against dihydrofolate reductase of rat liver 14998335
Dihydrofolate reductase IC50 = 19000.0 nM 4.72 Inhibition Dihydrohydrofolate reductase(DHFR) of rat liver 12699390

Literature References

PubMed DOI Target Context # Activities
14998335 10.1021/jm030438k Dihydrofolate reductase 6
14998335 10.1021/jm030438k Mycobacterium avium 5
12699390 10.1021/jm020466n Dihydrofolate reductase 3
14998335 10.1021/jm030438k Bifunctional dihydrofolate reductase-thymidylate synthase 1
12699390 10.1021/jm020466n Bifunctional dihydrofolate reductase-thymidylate synthase 1
12699390 10.1021/jm020466n Dihydrofolate reductase; P. carinii vs rat 1
12699390 10.1021/jm020466n Dihydrofolate reductase; T. gondii vs rat 1
12699390 10.1021/jm020466n Unchecked 1

Data from ChEMBL 36 via Core Engine