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Compound Detail

CHEMBL5397904

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CCc1nc(N)nc(N)c1Cc1cccc(-c2cccc(C(=O)O)c2)c1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5397904
Phase Preclinical
Structure Type MOL
InChI Key XWGWPRHPOVKRJW-UHFFFAOYSA-N
Parent Compound CHEMBL5498610
Active Moiety CHEMBL5498610
4
Targets
5
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

348.4
MW (Da)
3.16
ALogP
5
HBA
3
HBD
115.1
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21ClN4O2
MW 384.87
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.39

Activity Summary

Ki 3 meas. best 9.64
IC50 2 meas. best 5.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 9.64 9.64 0.2 1
Unchecked
CHEMBL612545
 Ki 9.09 9.09 0.8 1
Dihydrofolate reductase
CHEMBL202
 Ki 6.96 6.96 108.4 1
Plasmodium falciparum
CHEMBL364
 IC50 5.38 4.92 4140.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.23 nM 9.64 Inhibition of wild type Plasmodium falciparum DHFR using DHF as substrate assess... 37731689
Unchecked Ki = 0.81 nM 9.09 Inhibition of Plasmodium falciparum DHFR N51I/C59R/S108N/I164L quadruple mutant ... 37731689
Dihydrofolate reductase Ki = 108.4 nM 6.96 Inhibition of human DHFR using DHF as substrate assessed as inhibition constant ... 37731689
Plasmodium falciparum IC50 = 4140.0 nM 5.38 Antiplasmodial activity against PYR-sensitive Plasmodium falciparum TM4/8.2 enco... 37731689
Plasmodium falciparum IC50 = 35000.0 nM 4.46 Antiplasmodial activity against PYR-resistant Plasmodium falciparum V1/S encodin... 37731689

Literature References

PubMed DOI Target Context # Activities
37731689 10.1039/d3md00242j Plasmodium falciparum 2
37731689 10.1039/d3md00242j Bifunctional dihydrofolate reductase-thymidylate synthase 1
37731689 10.1039/d3md00242j Vero 1
37731689 10.1039/d3md00242j Unchecked 1
37731689 10.1039/d3md00242j Dihydrofolate reductase 1

Data from ChEMBL 36 via Core Engine