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Compound Detail

CHEMBL317364

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CCN(CC)CCNc1ccnc2cc(Cl)ccc12

Basic Information

ChEMBL ID CHEMBL317364
Phase Preclinical
Structure Type MOL
InChI Key OJGAAQMNLKYWSQ-UHFFFAOYSA-N
6
Targets
26
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

277.8
MW (Da)
3.64
ALogP
3
HBA
1
HBD
28.2
PSA (Ų)
0.87
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H20ClN3
MW 277.80
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.70

Activity Summary

IC50 23 meas. best 8.3
EC50 3 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 8.3 7.6567 5.0 18
Plasmodium falciparum
CHEMBL364
EC50 8.22 7.8667 6.0 3
Unchecked
CHEMBL612545
IC50 7.64 7.64 23.0 1
Trypanosoma cruzi
CHEMBL368
IC50 5.2 5.2 6349.6 1
Trypanosoma brucei rhodesiense
CHEMBL612348
IC50 4.99 4.99 10272.1 1
Trypanosoma brucei brucei
CHEMBL612851
IC50 4.99 4.99 10247.1 1
Leishmania infantum
CHEMBL612848
IC50 4.76 4.76 17281.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 5.0 nM 8.3 In vitro antiplasmodial activity against chloroquine-resistant Plasmodium falcip... 9836608
Plasmodium falciparum IC50 = 5.0 nM 8.3 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Indoch... 18512900
Plasmodium falciparum EC50 = 6.01 nM 8.22 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum IC50 = 7.0 nM 8.15 In vitro antiplasmodial activity against chloroquine-sensitive Plasmodium falcip... 9836608
Plasmodium falciparum IC50 = 7.0 nM 8.15 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum Haiti ... 18512900
Plasmodium falciparum EC50 = 7.16 nM 8.14 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum IC50 = 13.0 nM 7.89 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum HB3 af... 18512900
Plasmodium falciparum IC50 = 13.0 nM 7.89 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum GCO3 a... 18512900
Plasmodium falciparum IC50 = 18.0 nM 7.75 MMV: Modified 3H-Hyoxanthine uptake assay; 1% O2, 5% CO2 in N2. -
Plasmodium falciparum IC50 = 21.0 nM 7.68 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum NF54 b... 18512900
Unchecked IC50 = 23.0 nM 7.64 Normalised IC50 was measured 12139464
Plasmodium falciparum IC50 = 26.0 nM 7.58 Antimalarial activity against chloroquine-resistant Plasmodium falciparum Dd2 af... 18512900
Plasmodium falciparum IC50 = 30.0 nM 7.52 Antimalarial activity against chloroquine-resistant Plasmodium falciparum FCB af... 18512900
Plasmodium falciparum IC50 = 37.0 nM 7.43 In vitro antiplasmodial activity against chloroquine-sensitive Plasmodium falcip... 12139464
Plasmodium falciparum IC50 = 37.0 nM 7.43 Antiplasmodial activity against Plasmodium falciparum D10 assessed as inhibition... 37014977
Plasmodium falciparum IC50 = 40.0 nM 7.4 MMV: 3H-Hyoxanthine uptake assay; 5% O2, 5% CO2 in N2. -
Plasmodium falciparum IC50 = 44.01 nM 7.36 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Plasmodium falciparum IC50 = 46.0 nM 7.34 MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi... -
Plasmodium falciparum IC50 = 49.0 nM 7.31 In vitro antiplasmodial activity against Plasmodium falciparum D10 10649984
Plasmodium falciparum IC50 = 49.0 nM 7.31 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 by ... 18512900

Literature References

PubMed DOI Target Context # Activities
18512900 10.1021/jm701478a Plasmodium falciparum 12
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL3301550 Plasmodium falciparum 4
12139464 10.1021/jm020858u ADMET 3
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
12139464 10.1021/jm020858u Histidine-rich protein PFHRP-II 2
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
24602904 10.1016/j.bmcl.2014.02.006 HT-22 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
10649984 10.1021/jm990437l Ferriprotoporphyrin IX 2
9836608 10.1021/jm980146x Plasmodium falciparum 2
22096101 10.1126/science.1211936 Plasmodium yoelii 1
18579783 10.1073/pnas.0802982105 Huh-7 1
37014977 10.1021/acs.jmedchem.2c02015 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine