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

CHEMBL278847

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
CCc1nc(N)nc(N)c1-c1cccc(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL278847
Phase Preclinical
Structure Type MOL
InChI Key KYIIICAIZHTXJE-UHFFFAOYSA-N
7
Targets
41
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

248.7
MW (Da)
2.52
ALogP
4
HBA
2
HBD
77.8
PSA (Ų)
0.86
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H13ClN4
MW 248.72
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -1.07

Activity Summary

IC50 22 meas. best 10.4
Ki 19 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 10.4 6.4364 0.0 11
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 9.52 8.686 0.3 10
Unchecked
CHEMBL612545
 Ki 9.1 8.7514 0.8 7
Dihydrofolate reductase
CHEMBL202
 Ki 8.8 8.8 1.6 2
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 IC50 8.57 6.3986 2.7 7
Vero
CHEMBL391
 IC50 5.16 5.16 7000.0 2
BC
CHEMBL613535
 IC50 4.6 4.6 25000.0 1
KB
CHEMBL398
 IC50 4.34 4.34 46000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 0.04 nM 10.4 In vitro inhibition of Plasmodium falciparum HB3 (S108N) culture 9554869
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.3 nM 9.52 Binding affinity was evaluated as inhibition of recombinant wild type (WT) Plasm... 9554869
Plasmodium falciparum IC50 = 0.6 nM 9.22 In vitro inhibition of Plasmodium falciparum K1 (S108N + C59R) culture 9554869
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.8 nM 9.1 Inhibition of the wild-type dihydrofolate reductase (DHFR) 11881993
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 0.8 nM 9.1 Binding affinity towards wild-type dihydrofolate reductase of Plasmodium falcipa... 14736247
Unchecked Ki = 0.8 nM 9.1 Inhibition of Plasmodium falciparum TM4/8.2 wild type DHFR NCSI haplotype 30613332
Unchecked Ki = 0.8 nM 9.1 Competitive inhibition of wild type Plasmodium falciparum dihydrofolate reductas... 31685330
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.4 nM 8.85 Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) 11881993
Unchecked Ki = 1.4 nM 8.85 Inhibition of Plasmodium falciparum K1CB1 DHFR NRNI haplotype C59R/S108N double ... 30613332
Dihydrofolate reductase Ki = 1.6 nM 8.8 Inhibition of human dihydrofolate reductase using dihydrofolate as substrate in ... 31685330
Dihydrofolate reductase Ki = 1.6 nM 8.8 Inhibition of human DHFR 30613332
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 1.6 nM 8.8 Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) 11881993
Unchecked Ki = 2.1 nM 8.68 Inhibition of Plasmodium falciparum W2 DHFR IRNI haplotype N51I/C59R/S108N tripl... 30613332
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 2.1 nM 8.68 Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N DHFR) o... 14736247
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 2.4 nM 8.62 Binding affinity was evaluated as inhibition of mutant (C59R + S108N) Plasmodium... 9554869
Bifunctional dihydrofolate reductase-thymidylate synthase IC50 = 2.7 nM 8.57 Inhibitory activity against recombinant wild type (WT) Plasmodium falciparum DHF... 9554869
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 2.7 nM 8.57 Binding affinity towards mutant dihydrofolate reductase (C59R+S108N+I164L DHFR) ... 14736247
Unchecked Ki = 2.71 nM 8.57 Inhibition of Plasmodium falciparum CSL-2 DHFR NRNL haplotype C59R/S108N/I164L t... 30613332
Bifunctional dihydrofolate reductase-thymidylate synthase Ki = 3.3 nM 8.48 Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N+I164L D... 14736247
Unchecked Ki = 3.3 nM 8.48 Inhibition of Plasmodium falciparum V1/S DHFR IRNL haplotype N51I/C59R/S108N/I16... 30613332

Literature References

PubMed DOI Target Context # Activities
14736247 10.1021/jm030165t Bifunctional dihydrofolate reductase-thymidylate synthase 11
11881993 10.1021/jm010131q Bifunctional dihydrofolate reductase-thymidylate synthase 9
31685330 10.1016/j.bmc.2019.115158 Unchecked 9
30613332 10.1021/acsmedchemlett.8b00389 Unchecked 7
30613332 10.1021/acsmedchemlett.8b00389 Plasmodium falciparum 5
11881993 10.1021/jm010131q NON-PROTEIN TARGET 5
9554869 10.1021/jm970845u Bifunctional dihydrofolate reductase-thymidylate synthase 4
31685330 10.1016/j.bmc.2019.115158 Plasmodium falciparum 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
11881993 10.1021/jm010131q Plasmodium falciparum 3
17451962 10.1016/j.bmc.2007.04.011 Dihydrofolate reductase 3
9554869 10.1021/jm970845u Plasmodium falciparum 2
15293997 10.1021/jm040769c Bifunctional dihydrofolate reductase-thymidylate synthase 1
20485427 10.1038/nature09107 HepG2 1
20485427 10.1038/nature09107 Unchecked 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1
31685330 10.1016/j.bmc.2019.115158 Vero 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
11881993 10.1021/jm010131q KB 1
11881993 10.1021/jm010131q Vero 1

Data from ChEMBL 36 via Core Engine