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Compound Detail

CHEMBL300419

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COc1cc(Cc2cnc(N)nc2N)cc(C#CCCCC(=O)O)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL300419
Phase Preclinical
Structure Type MOL
InChI Key JAGSWKLZBKKKJP-UHFFFAOYSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

370.4
MW (Da)
1.86
ALogP
7
HBA
3
HBD
133.6
PSA (Ų)
0.50
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 C19H22N4O4
MW 370.41
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.32

Activity Summary

IC50 8 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL1926
 IC50 9.0 9.0 1.0 2
Dihydrofolate reductase
CHEMBL5457
 IC50 8.62 8.62 2.4 2
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 7.47 7.47 34.0 2
Dihydrofolate reductase
CHEMBL2363
 IC50 5.3 5.3 5000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 1.0 nM 9.0 Inhibitory concentration against Pneumocystis carinii dihydrofolate reductase 15026078
Dihydrofolate reductase IC50 = 1.0 nM 9.0 Inhibitory concentration against Pneumocystis carinii DHFR 15974594
Dihydrofolate reductase IC50 = 2.4 nM 8.62 Inhibitory concentration against Mycobacterium avium dihydrofolate reductase 15026078
Dihydrofolate reductase IC50 = 2.4 nM 8.62 Inhibitory concentration against Mycobacterium avium DHFR 15974594
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 34.0 nM 7.47 Inhibitory concentration against Toxoplasma gondii dihydrofolate reductase 15026078
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 34.0 nM 7.47 Inhibitory concentration against Toxoplasma gondii DHFR 15974594
Dihydrofolate reductase IC50 = 5000.0 nM 5.3 Inhibitory activity against rat dihydrofolate reductase 15026078
Dihydrofolate reductase IC50 = 5000.0 nM 5.3 Inhibitory concentration against rat DHFR 15974594

Literature References

PubMed DOI Target Context # Activities
15026078 10.1016/j.bmcl.2003.12.103 Dihydrofolate reductase 3
15026078 10.1016/j.bmcl.2003.12.103 Unchecked 3
15974594 10.1021/jm0581718 Dihydrofolate reductase 3
15026078 10.1016/j.bmcl.2003.12.103 Bifunctional dihydrofolate reductase-thymidylate synthase 1
15974594 10.1021/jm0581718 Bifunctional dihydrofolate reductase-thymidylate synthase 1
15974594 10.1021/jm0581718 Dihydrofolate reductase; P. carinii vs rat 1
15974594 10.1021/jm0581718 Dihydrofolate reductase; T. gondii vs rat 1
15974594 10.1021/jm0581718 Unchecked 1

Data from ChEMBL 36 via Core Engine