Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL56146

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Nc1ncc(Cc2ccc(OCc3ccccc3)cc2)c(N)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL56146
Phase Preclinical
Structure Type MOL
InChI Key NTVMHTFWSNGDLC-UHFFFAOYSA-N
5
Targets
15
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

306.4
MW (Da)
2.81
ALogP
5
HBA
2
HBD
87.0
PSA (Ų)
0.76
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H18N4O
MW 306.37
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -0.46

Activity Summary

IC50 8 meas. best 6.89
Ki 7 meas. best 8.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 8.19 6.63 6.5 4
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 IC50 6.89 5.5 130.0 7
Dihydrofolate reductase type 1
CHEMBL2627
 Ki 6.89 6.89 128.8 1
Dihydrofolate reductase
CHEMBL2902
 Ki 6.35 6.35 446.7 1
Dihydrofolate reductase
CHEMBL2575
 Ki 4.83 4.83 14791.1 1
Plasmodium falciparum
CHEMBL364
 IC50 4.68 4.68 21000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 6.5 nM 8.19 Inhibitory activity against wild-type dihydrofolate reductase (S108N DHFR) 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 101.0 nM 7.0 Inhibitory activity against double mutant dihydrofolate reductase (C59R+S108N DH... 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 130.0 nM 6.89 In vitro antimalarial activity against Plasmodium falciparum K1CB1 double DHFR m... 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 130.0 nM 6.89 In vitro antimalarial activity against Plasmodium falciparum Csl-2 triple DHFR m... 14711307
Dihydrofolate reductase type 1 Ki = 128.82 nM 6.89 Inhibitory activity against Escherichia coli dihydrofolate reductase 1899453
Dihydrofolate reductase Ki = 446.68 nM 6.35 Inhibitory activity against Lactobacillus casei dihydrofolate reductase 2502631
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 994.0 nM 6.0 Inhibitory activity against triple mutant dihydrofolate reductase (C59R S108N I1... 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 2270.0 nM 5.64 In vitro antimalarial activity relative to trimethoprim against Plasmodium falci... 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 4636.7 nM 5.33 Inhibitory activity against quadruple mutant dihydrofolate reductase (N51I C59R ... 14711307
Dihydrofolate reductase Ki = 14791.08 nM 4.83 Inhibitory activity against chicken liver dihydrofolate reductase 2502631
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 15150.0 nM 4.82 In vitro antimalarial activity against Plasmodium falciparum TM4/8.2 wtDHFR 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 15260.0 nM 4.82 In vitro antimalarial activity against Plasmodium falciparum Csl-2 triple DHFR m... 14711307
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 17140.0 nM 4.77 In vitro antimalarial activity against Plasmodium falciparum K1CB1 double DHFR m... 14711307
Plasmodium falciparum IC50 = 21000.0 nM 4.68 Antimicrobial activity against Plasmodium falciparum 20185316
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 21490.0 nM 4.67 In vitro antimalarial activity against Plasmodium falciparum Vl/S with quadruple... 14711307

Literature References

PubMed DOI Target Context # Activities
14711307 10.1021/jm0303352 Bifunctional dihydrofolate reductase-thymidylate synthase 16
2502631 10.1021/jm00128a035 Dihydrofolate reductase 2
11495588 10.1021/jm000226c Dihydrofolate reductase 1
3701780 10.1021/jm00155a006 Dihydrofolate reductase 1
1507206 10.1021/jm00095a016 Dihydrofolate reductase 1
1899453 10.1021/jm00105a008 Dihydrofolate reductase type 1 1
3276891 10.1021/jm00397a017 Dihydrofolate reductase 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine