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Compound Detail

CHEMBL1096247

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Clc1ccc2c(NCCNC(CCN3CCCCC3)c3ccccc3)ccnc2c1

Basic Information

ChEMBL ID CHEMBL1096247
Phase Preclinical
Structure Type MOL
InChI Key YWPPQNOPNLQAMI-UHFFFAOYSA-N
5
Targets
23
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

423.0
MW (Da)
5.51
ALogP
4
HBA
2
HBD
40.2
PSA (Ų)
0.45
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H31ClN4
MW 423.00
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.23

Activity Summary

IC50 21 meas. best 8.7
Kd 2 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
No relevant target
CHEMBL2362975
IC50 8.7 8.7 2.0 1
Plasmodium falciparum
CHEMBL364
IC50 8.15 7.5517 7.1 18
MRC5
CHEMBL614181
IC50 8.1 8.1 8.0 1
Nucleic Acid
CHEMBL345
Kd 6.0 5.7 1000.0 2
NCH89
CHEMBL614192
IC50 5.25 5.25 5600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
No relevant target IC50 = 2.0 nM 8.7 Inhibition of beta-hematin formation 25913864
Plasmodium falciparum IC50 = 7.1 nM 8.15 Antimalarial activity against Plasmodium falciparum NF54 assessed as inhibition ... 25913864
Plasmodium falciparum IC50 = 8.0 nM 8.1 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 84... 20329733
MRC5 IC50 = 8.0 nM 8.1 Cytotoxicity against human MRC5 after 3 days 20329733
Plasmodium falciparum IC50 = 8.7 nM 8.06 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum NF... 20329733
Plasmodium falciparum IC50 = 9.9 nM 8.0 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 3D... 20329733
Plasmodium falciparum IC50 = 10.9 nM 7.96 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum D6... 20329733
Plasmodium falciparum IC50 = 23.9 nM 7.62 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 ... 20329733
Plasmodium falciparum IC50 = 23.9 nM 7.62 Antimalarial activity against Plasmodium falciparum Dd2 assessed as inhibition o... 25913864
Plasmodium falciparum IC50 = 32.6 nM 7.49 Antiplasmodial activity against chloroquine, pyrimethamine, cycloguanil-resistan... 20329733
Plasmodium falciparum IC50 = 32.6 nM 7.49 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 ass... 25913864
Plasmodium falciparum IC50 = 38.5 nM 7.42 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Vo... 20329733
Plasmodium falciparum IC50 = 41.2 nM 7.38 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum PA... 20329733
Plasmodium falciparum IC50 = 43.9 nM 7.36 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum L1... 20329733
Plasmodium falciparum IC50 = 44.2 nM 7.36 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FC... 20329733
Plasmodium falciparum IC50 = 44.0 nM 7.36 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum W2... 20329733
Plasmodium falciparum IC50 = 46.5 nM 7.33 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Br... 20329733
Plasmodium falciparum IC50 = 58.1 nM 7.24 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K2... 20329733
Plasmodium falciparum IC50 = 76.0 nM 7.12 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K1... 20329733
Plasmodium falciparum IC50 = 134.9 nM 6.87 Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FC... 20329733

Literature References

PubMed DOI Target Context # Activities
20329733 10.1021/jm9018383 Plasmodium falciparum 27
20329733 10.1021/jm9018383 Nucleic Acid 8
25913864 10.1016/j.bmc.2015.04.017 Plasmodium falciparum 3
20329733 10.1021/jm9018383 Mus musculus 2
20329733 10.1021/jm9018383 Plasmodium berghei 2
20329733 10.1021/jm9018383 Unchecked 1
20329733 10.1021/jm9018383 MRC5 1
20329733 10.1021/jm9018383 NCH89 1
25913864 10.1016/j.bmc.2015.04.017 No relevant target 1

Data from ChEMBL 36 via Core Engine