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Compound Detail

CHEMBL129788

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CC1(C)N=C(N)N=C(N)N1OCCCOc1cc(Cl)c(Cl)cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL129788
Phase Preclinical
Structure Type MOL
InChI Key MJZJYWCQPMNPRM-UHFFFAOYSA-N
10
Targets
58
Activities
2
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

394.7
MW (Da)
3.03
ALogP
7
HBA
2
HBD
98.5
PSA (Ų)
0.57
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H18Cl3N5O2
MW 394.69
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness -0.43

Activity Summary

IC50 40 meas. best 10.92
Ki 18 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 10.92 9.4817 0.0 23
Enterococcus faecium
CHEMBL357
 IC50 10.0 8.86 0.1 2
Unchecked
CHEMBL612545
 Ki 9.4 8.0336 0.4 14
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL1939
 Ki 8.96 8.96 1.1 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.52 7.31 3.0 2
Dihydrofolate reductase
CHEMBL202
 Ki 8.11 6.475 7.7 2
Lacticaseibacillus casei
CHEMBL613075
 IC50 7.68 7.04 21.0 2
Unchecked
CHEMBL612545
 IC50 7.3 6.4913 50.0 8
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL4296323
 IC50 7.05 7.05 90.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 6.6 6.6 250.0 1
Bifunctional dihydrofolate reductase-thymidylate synthase
CHEMBL4296323
 Ki 6.53 6.53 292.3 1
Escherichia coli
CHEMBL354
 IC50 5.77 5.77 1700.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 1.0 % Rattus norvegicus
F 1.0 % Rattus norvegicus
F 1.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 0.012 nM 10.92 Antimalarial activity against Plasmodium falciparum isolate Kil-164 expressing D... 19528269
Plasmodium falciparum IC50 = 0.015 nM 10.82 Antimalarial activity against pyrimethamine-sensitive Plasmodium falciparum 3D7 ... 19528269
Plasmodium falciparum IC50 = 0.063 nM 10.2 Antimalarial activity against pyrimethamine-resistant Plasmodium falciparum V1S ... 19528269
Plasmodium falciparum IC50 = 0.067 nM 10.17 Antimalarial activity against Plasmodium falciparum D6 harboring Plasmodium viva... 20566761
Plasmodium falciparum IC50 = 0.069 nM 10.16 Antimalarial activity against Plasmodium falciparum Kenyan isolates expressing D... 19528269
Plasmodium falciparum IC50 = 0.072 nM 10.14 Antimalarial activity against Plasmodium falciparum Kenyan isolates by [3H]hypox... 19528269
Plasmodium falciparum IC50 = 0.1 nM 10.0 Antimalarial activity against Plasmodium falciparum Kenyan isolates expressing D... 19528269
Enterococcus faecium IC50 = 0.1 nM 10.0 Antibacterial activity against sensitive Streptococcus faecium ATCC 8043 assesse... 137981
Plasmodium falciparum IC50 = 0.105 nM 9.98 Antimalarial activity against Plasmodium falciparum D6 harboring Plasmodium viva... 20566761
Plasmodium falciparum IC50 = 0.12 nM 9.92 Antimalarial activity against chloroquine/mefloquine-sensitive Plasmodium falcip... 27544402
Plasmodium falciparum IC50 = 0.166 nM 9.78 Antimalarial activity against Plasmodium falciparum D6 infected in RBCs assessed... 20566761
Plasmodium falciparum IC50 = 0.339 nM 9.47 Antimalarial activity against Plasmodium falciparum TM91c235 harboring DHFR F57L... 20566761
Plasmodium falciparum IC50 = 0.34 nM 9.47 Antimalarial activity against Plasmodium falciparum T9/94 RC17 harboring DHFR A1... 32294614
Unchecked Ki = 0.4 nM 9.4 Inhibition of Plasmodium falciparum DHFR C59R/S108N/I164L mutant expressed in Es... 32294614
Plasmodium falciparum IC50 = 0.4 nM 9.4 Antimalarial activity against trophozoite stage of Plasmodium falciparum 3D7 inf... 23837878
Plasmodium falciparum IC50 = 0.427 nM 9.37 Antimalarial activity against Plasmodium falciparum D6 harboring Plasmodium viva... 20566761
Plasmodium falciparum IC50 = 0.46 nM 9.34 Antimalarial activity against Plasmodium falciparum 3D7 infected in RBC assessed... 23837878
Unchecked Ki = 0.5 nM 9.3 Inhibition of Plasmodium falciparum DHFR using DHF as substrate by spectrophotom... 32294614
Unchecked Ki = 0.5 nM 9.3 Binding affinity to wild type Plasmodium falciparum DHFR by competitive binding ... 20350951
Plasmodium falciparum IC50 = 0.57 nM 9.24 Antimalarial activity against Plasmodium falciparum TM4/8.2 infected in human er... 32294614

Literature References

PubMed DOI Target Context # Activities
17875995 10.1128/aac.00577-07 Unchecked 23
20566761 10.1128/aac.00628-10 Plasmodium falciparum 14
23837878 10.1021/jm400656s Plasmodium falciparum 9
32294614 10.1016/j.ejmech.2020.112263 Unchecked 8
32294614 10.1016/j.ejmech.2020.112263 Plasmodium falciparum 6
19528269 10.1128/aac.00308-09 Plasmodium falciparum 6
137981 10.1021/jm00212a010 Enterococcus faecium 5
137981 10.1021/jm00212a010 Lacticaseibacillus casei 5
20350951 10.1128/aac.01526-09 Unchecked 4
137981 10.1021/jm00212a010 NON-PROTEIN TARGET 4
27544402 10.1016/j.bmcl.2016.08.005 Plasmodium falciparum 3
32294614 10.1016/j.ejmech.2020.112263 ADMET 3
34364161 10.1016/j.ejmech.2021.113726 Plasmodium falciparum 2
17875995 10.1128/aac.00577-07 Bifunctional dihydrofolate reductase-thymidylate synthase 2
137981 10.1021/jm00212a010 Escherichia coli 2
137981 10.1021/jm00212a010 Plasmodium berghei 2
15828818 10.1021/jm049683+ Plasmodium falciparum 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
11689078 10.1021/jm010089z Plasmodium falciparum 2

Data from ChEMBL 36 via Core Engine