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Compound Detail

CHEMBL272416

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CC(C)NCCNc1ccnc2cc(Cl)ccc12

Basic Information

ChEMBL ID CHEMBL272416
Phase Preclinical
Structure Type MOL
InChI Key VIDZFCKALNOFJU-UHFFFAOYSA-N
4
Targets
21
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

263.8
MW (Da)
3.30
ALogP
3
HBA
2
HBD
37.0
PSA (Ų)
0.81
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 C14H18ClN3
MW 263.77
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -1.37

Activity Summary

IC50 19 meas. best 8.05
Kd 2 meas. best 5.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 8.05 7.2388 8.9 17
MRC5
CHEMBL614181
IC50 7.19 7.19 64.0 1
Nucleic Acid
CHEMBL345
Kd 5.1 4.93 8000.0 2
NCH89
CHEMBL614192
IC50 4.52 4.52 30400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 8.9 nM 8.05 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum NF... 20329733
Plasmodium falciparum IC50 = 10.2 nM 7.99 Antiparasitic activity against chloroquine-sensitive Plasmodium falciparum 3D7 18260613
Plasmodium falciparum IC50 = 22.6 nM 7.65 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 ... 20329733
Plasmodium falciparum IC50 = 29.0 nM 7.54 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 84... 20329733
Plasmodium falciparum IC50 = 35.2 nM 7.45 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 3D... 20329733
Plasmodium falciparum IC50 = 35.6 nM 7.45 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum D6... 20329733
Plasmodium falciparum IC50 = 47.4 nM 7.32 Antiplasmodial activity against chloroquine, pyrimethamine, cycloguanil-resistan... 20329733
Plasmodium falciparum IC50 = 63.7 nM 7.2 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Vo... 20329733
Plasmodium falciparum IC50 = 63.2 nM 7.2 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum L1... 20329733
MRC5 IC50 = 64.0 nM 7.19 Cytotoxicity against human MRC5 after 3 days 20329733
Plasmodium falciparum IC50 = 64.0 nM 7.19 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum PA... 20329733
Plasmodium falciparum IC50 = 86.1 nM 7.07 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FC... 20329733
Plasmodium falciparum IC50 = 96.7 nM 7.01 Antiparasitic activity against chloroquine-resistant Plasmodium falciparum K1 18260613
Plasmodium falciparum IC50 = 129.1 nM 6.89 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Br... 20329733
Plasmodium falciparum IC50 = 129.7 nM 6.89 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K2... 20329733
Plasmodium falciparum IC50 = 168.7 nM 6.77 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum W2... 20329733
Plasmodium falciparum IC50 = 171.0 nM 6.77 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K1... 20329733
Plasmodium falciparum IC50 = 238.8 nM 6.62 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FC... 20329733
Nucleic Acid Kd = 8000.0 nM 5.1 Binding affinity to pUC18 DNA at pH 7.5 by spectrofluorimetry analysis 20329733
Nucleic Acid Kd = 17500.0 nM 4.76 Binding affinity to pUC18 DNA at pH 7.5 by UV-Vis spectrophotometry analysis 20329733

Literature References

PubMed DOI Target Context # Activities
20329733 10.1021/jm9018383 Plasmodium falciparum 27
20329733 10.1021/jm9018383 Nucleic Acid 8
18260613 10.1021/jm7009292 Plasmodium falciparum 3
18260613 10.1021/jm7009292 KB 1
19188070 10.1016/j.bmc.2009.01.013 Mycobacterium tuberculosis 1
20329733 10.1021/jm9018383 Unchecked 1
20329733 10.1021/jm9018383 MRC5 1
20329733 10.1021/jm9018383 NCH89 1

Data from ChEMBL 36 via Core Engine