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Compound Detail

CHEMBL352441

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Nc1nc(N)c(-c2cccc(Cl)c2)c(CCCOC(=O)OCc2ccccc2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL352441
Phase Preclinical
Structure Type MOL
InChI Key JRNLGRIRDACEEA-UHFFFAOYSA-N
5
Targets
12
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

412.9
MW (Da)
4.25
ALogP
7
HBA
2
HBD
113.3
PSA (Ų)
0.44
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 C21H21ClN4O3
MW 412.88
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.61

Activity Summary

IC50 8 meas. best 5.8
Ki 4 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 9.1 8.855 0.8 4
KB
CHEMBL398
 IC50 5.8 5.8 1600.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 IC50 5.72 5.515 1900.0 4
Plasmodium falciparum
CHEMBL364
 IC50 5.7 5.7 2000.0 1
BC
CHEMBL613535
 IC50 5.44 5.44 3600.0 1
Vero
CHEMBL391
 IC50 5.28 5.28 5200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.8 nM 9.1 Binding affinity towards mutant dihydrofolate reductase (C59R+S108N+I164L DHFR) ... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.1 nM 8.96 Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N DHFR) o... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.2 nM 8.92 Binding affinity towards wild-type dihydrofolate reductase of Plasmodium falcipa... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 3.6 nM 8.44 Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N+I164L D... 14736247
KB IC50 = 1600.0 nM 5.8 In vitro cytotoxicity against Plasmodium falciparum infected KB cell line 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 1900.0 nM 5.72 In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 1900.0 nM 5.72 In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re... 14736247
Plasmodium falciparum IC50 = 2000.0 nM 5.7 Antimicrobial activity against Plasmodium falciparum 20185316
BC IC50 = 3600.0 nM 5.44 In vitro cytotoxicity against Plasmodium falciparum infected BC cell line. 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 4100.0 nM 5.39 In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re... 14736247
Vero IC50 = 5200.0 nM 5.28 In vitro cytotoxicity against Plasmodium falciparum infected vero cell line. 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 5900.0 nM 5.23 In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re... 14736247

Literature References

PubMed DOI Target Context # Activities
14736247 10.1021/jm030165t Bifunctional dihydrofolate reductase-thymidylate synthase 11
14736247 10.1021/jm030165t Vero 5
14736247 10.1021/jm030165t KB 4
14736247 10.1021/jm030165t BC 3
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine