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Compound Detail

CHEMBL58550

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C=CCc1cc(Cc2cnc(N)nc2N)cc(CCC)c1OC

Basic Information

ChEMBL ID CHEMBL58550
Phase Preclinical
Structure Type MOL
InChI Key VSESKFNACWACPG-UHFFFAOYSA-N
3
Targets
4
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

312.4
MW (Da)
2.92
ALogP
5
HBA
2
HBD
87.0
PSA (Ų)
0.77
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 C18H24N4O
MW 312.42
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.44

Activity Summary

IC50 3 meas. best 7.82
Ki 1 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dihydrofolate reductase
CHEMBL1809
Ki 8.8 8.8 1.6 1
Dihydrofolate reductase
CHEMBL1809
IC50 7.82 7.82 15.0 1
Dihydrofolate reductase
CHEMBL4012
IC50 7.39 7.39 41.0 1
Dihydrofolate reductase
CHEMBL2363
IC50 4.82 4.82 15000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20485427 10.1038/nature09107 Plasmodium falciparum 4
2754716 10.1021/jm00128a043 Dihydrofolate reductase 4
2754716 10.1021/jm00128a043 Klebsiella aerogenes 1
- 10.6019/CHEMBL3433997 Glucose transporter 1
20485427 10.1038/nature09107 Unchecked 1
2754716 10.1021/jm00128a043 Bacteroides thetaiotaomicron 1
2754716 10.1021/jm00128a043 Phocaeicola vulgatus 1
2754716 10.1021/jm00128a043 Clostridioides difficile 1
2754716 10.1021/jm00128a043 Clostridium perfringens 1
2754716 10.1021/jm00128a043 Fusobacterium nucleatum 1
2754716 10.1021/jm00128a043 Bacteroides fragilis 1
2754716 10.1021/jm00128a043 Proteus vulgaris 1
2754716 10.1021/jm00128a043 Klebsiella pneumoniae 1
2754716 10.1021/jm00128a043 Serratia marcescens 1
2754716 10.1021/jm00128a043 Escherichia coli 1
2754716 10.1021/jm00128a043 Shigella flexneri 1
2754716 10.1021/jm00128a043 NON-PROTEIN TARGET 1
2754716 10.1021/jm00128a043 Mycolicibacterium smegmatis 1
2754716 10.1021/jm00128a043 Pasteurella multocida 1
2754716 10.1021/jm00128a043 Staphylococcus aureus 1

Data from ChEMBL 36 via Core Engine