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Compound Detail

CHEMBL596672

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Cc1c(Sc2ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2)oc2nc(N)nc(N)c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL596672
Phase Preclinical
Structure Type MOL
InChI Key FEZGMOSKDRYDFY-NSHDSACASA-N
7
Targets
10
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

445.5
MW (Da)
1.89
ALogP
9
HBA
5
HBD
194.7
PSA (Ų)
0.34
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19N5O6S
MW 445.46
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -0.46

Activity Summary

IC50 10 meas. best 8.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL5457
 IC50 8.01 8.01 9.7 1
Dihydrofolate reductase
CHEMBL1809
 IC50 7.7 7.7 20.0 1
Dihydrofolate reductase
CHEMBL1926
 IC50 7.11 7.11 78.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL2425
 IC50 5.66 5.05 2200.0 3
Dihydrofolate reductase
CHEMBL202
 IC50 5.4 5.4 4000.0 1
Thymidylate synthase
CHEMBL1952
 IC50 5.27 5.27 5400.0 1
Dihydrofolate reductase
CHEMBL2363
 IC50 4.69 4.69 20500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dihydrofolate reductase IC50 = 9.73 nM 8.01 Inhibition of Mycobacterium avium DHFR at 37 degC by spectrophotometry 20056546
Dihydrofolate reductase IC50 = 20.0 nM 7.7 Inhibition of Escherichia coli DHFR at 30 degC under pH 7.4 by spectrophotometry 20056546
Dihydrofolate reductase IC50 = 78.0 nM 7.11 Inhibition of Pneumocystis carinii DHFR at 37 degC by spectrophotometry 20056546
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 2200.0 nM 5.66 Inhibition of Toxoplasma gondii DHFR at 30 degC under pH 7.4 by spectrophotometr... 20056546
Dihydrofolate reductase IC50 = 4000.0 nM 5.4 Inhibition of human DHFR at 30 degC under pH 7.4 by spectrophotometry 20056546
Thymidylate synthase IC50 = 5400.0 nM 5.27 Inhibition of human thymidylate synthase at 30 degC under pH 7.4 by spectrophoto... 20056546
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 12000.0 nM 4.92 Inhibition of Toxoplasma gondii DHFR at 37 degC by spectrophotometry 20056546
Dihydrofolate reductase IC50 = 20500.0 nM 4.69 Inhibition of rat liver DHFR at 37 degC by spectrophotometry 20056546
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 27000.0 nM 4.57 Inhibition of Toxoplasma gondii TS at 30 degC under pH 7.4 by spectrophotometry 20056546

Literature References

PubMed DOI Target Context # Activities
20056546 10.1016/j.bmc.2009.11.029 Dihydrofolate reductase 7
20056546 10.1016/j.bmc.2009.11.029 Unchecked 4
20056546 10.1016/j.bmc.2009.11.029 Thymidylate synthase 3
20056546 10.1016/j.bmc.2009.11.029 Bifunctional dihydrofolate reductase-thymidylate synthase 3

Data from ChEMBL 36 via Core Engine