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Compound Detail

CHEMBL21414

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Nc1ncc(-c2cccc(Cl)c2)c(N)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL21414
Phase Preclinical
Structure Type MOL
InChI Key QUIKQBNBFYGSQZ-UHFFFAOYSA-N
3
Targets
7
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

220.7
MW (Da)
1.96
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.77
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C10H9ClN4
MW 220.66
Aromatic Rings 2
Heavy Atoms 15
NP-Likeness -1.03

Activity Summary

Ki 4 meas. best 8.2
IC50 3 meas. best 5.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 8.2 7.6 6.3 4
Plasmodium falciparum
CHEMBL364
 IC50 5.22 5.22 6000.0 1
Dihydrofolate reductase
CHEMBL202
 IC50 5.09 5.09 8170.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 IC50 5.06 5.06 8800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 6.3 nM 8.2 Inhibition of the wild-type dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 26.3 nM 7.58 Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 31.6 nM 7.5 Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 75.0 nM 7.12 Inhibition constant against Plasmodium falciparum dihydrofolate reductase 15293997
Plasmodium falciparum IC50 = 6000.0 nM 5.22 In vitro antiplasmodial activity (IC50) against Plasmodium falciparum wtTM4/8.2 11881993
Dihydrofolate reductase IC50 = 8170.0 nM 5.09 Inhibition of recombinant human DHFR using DHF as substrate measured for 1 hr in... 38071795
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 8800.0 nM 5.06 Antiplasmodial activity IC50 against Plasmodium falciparum K1CB1 DHFR double-mut... 11881993

Literature References

PubMed DOI Target Context # Activities
11881993 10.1021/jm010131q Bifunctional dihydrofolate reductase-thymidylate synthase 9
38071795 10.1016/j.ejmech.2023.115971 Dihydrofolate reductase 4
11881993 10.1021/jm010131q Plasmodium falciparum 2
15293997 10.1021/jm040769c Bifunctional dihydrofolate reductase-thymidylate synthase 1
38071795 10.1016/j.ejmech.2023.115971 MDA-MB-468 1
38071795 10.1016/j.ejmech.2023.115971 MDA-MB-231 1
38071795 10.1016/j.ejmech.2023.115971 MCF7 1
38071795 10.1016/j.ejmech.2023.115971 No relevant target 1

Data from ChEMBL 36 via Core Engine