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Compound Detail

CHEMBL4444614

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CCOC(=O)CCCOc1ccccc1CCc1nc(N)nc(N)c1-c1cccc(Cl)c1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4444614
Phase Preclinical
Structure Type MOL
InChI Key WSKHMYHTHLVWKT-UHFFFAOYSA-N
Parent Compound CHEMBL4594938
Active Moiety CHEMBL4594938
4
Targets
6
Activities
2
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

455.0
MW (Da)
4.47
ALogP
7
HBA
2
HBD
113.3
PSA (Ų)
0.34
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H28Cl2N4O3
MW 491.42
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.70

Activity Summary

IC50 3 meas. best 6.15
Ki 3 meas. best 9.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 9.18 8.65 0.7 2
Dihydrofolate reductase
CHEMBL202
 Ki 7.63 7.63 23.4 1
Plasmodium falciparum
CHEMBL364
 IC50 6.15 5.715 710.0 2
Vero
CHEMBL391
 IC50 5.09 5.09 8130.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.66 nM 9.18 Competitive inhibition of wild type Plasmodium falciparum dihydrofolate reductas... 31685330
Unchecked Ki = 7.5 nM 8.12 Competitive inhibition of Plasmodium falciparum dihydrofolate reductase N51I/C59... 31685330
Dihydrofolate reductase Ki = 23.42 nM 7.63 Inhibition of human dihydrofolate reductase using dihydrofolate as substrate in ... 31685330
Plasmodium falciparum IC50 = 710.0 nM 6.15 Antimalarial activity against Plasmodium falciparum TM4/8.2 infected in human er... 31685330
Plasmodium falciparum IC50 = 5240.0 nM 5.28 Antimalarial activity against pyrimethamine-resistant Plasmodium falciparum V1/S... 31685330
Vero IC50 = 8130.0 nM 5.09 Cytotoxicity against African green monkey Vero cells by sulforhodamine B assay 31685330

Literature References

PubMed DOI Target Context # Activities
31685330 10.1016/j.bmc.2019.115158 Unchecked 9
31685330 10.1016/j.bmc.2019.115158 Plasmodium falciparum 4
31685330 10.1016/j.bmc.2019.115158 Dihydrofolate reductase 1
31685330 10.1016/j.bmc.2019.115158 Vero 1

Data from ChEMBL 36 via Core Engine