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Compound Detail

CHEMBL249456

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N=C(N)c1ccc(OCc2cccc(COc3ccc(C(=N)N)cc3)c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL249456
Phase Preclinical
Structure Type MOL
InChI Key OHCPXJHKRQZPCL-UHFFFAOYSA-N
6
Targets
9
Activities
1
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

374.4
MW (Da)
3.41
ALogP
4
HBA
4
HBD
118.2
PSA (Ų)
0.36
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H22N4O2
MW 374.44
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.24

Activity Summary

IC50 9 meas. best 8.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 8.68 8.68 2.1 1
Plasmodium falciparum
CHEMBL364
 IC50 7.59 7.33 25.6 2
Glutamate NMDA receptor
CHEMBL1907608
 IC50 6.1 5.5567 790.0 3
Pneumocystis carinii
CHEMBL613064
 IC50 5.58 5.58 2600.0 1
Leishmania donovani
CHEMBL367
 IC50 5.49 5.49 3260.0 1
L6
CHEMBL614793
 IC50 5.04 5.04 9140.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma brucei rhodesiense IC50 = 2.1 nM 8.68 Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 19409677
Plasmodium falciparum IC50 = 25.6 nM 7.59 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 19409677
Plasmodium falciparum IC50 = 85.0 nM 7.07 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 b... 17533134
Glutamate NMDA receptor IC50 = 790.0 nM 6.1 Displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor by beta co... 26117647
Pneumocystis carinii IC50 = 2600.0 nM 5.58 Antimicrobial activity against Pneumocystis carinii assessed as ATP level detect... -
Leishmania donovani IC50 = 3260.0 nM 5.49 Antileishmanial activity against Leishmania donovani MHOM/SD/62/1S-CL2D amastigo... 19409677
Glutamate NMDA receptor IC50 = 3970.0 nM 5.4 Displacement of [3H]-ifenprodil from rat cortical membranes NMDA receptor by bet... 26117647
Glutamate NMDA receptor IC50 = 6700.0 nM 5.17 Displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor by beta co... 26117647
L6 IC50 = 9140.0 nM 5.04 Cytotoxicity against rat L6 cells 19409677

Literature References

PubMed DOI Target Context # Activities
26117647 10.1016/j.bmc.2015.06.012 Glutamate NMDA receptor 4
19409677 10.1016/j.ejmech.2009.03.014 Unchecked 3
19409677 10.1016/j.ejmech.2009.03.014 Trypanosoma brucei rhodesiense 2
- 10.1007/s00044-005-0130-2 Unchecked 2
17533134 10.1016/j.bmc.2007.05.034 Plasmodium falciparum 1
19409677 10.1016/j.ejmech.2009.03.014 Plasmodium falciparum 1
19409677 10.1016/j.ejmech.2009.03.014 Leishmania donovani 1
19409677 10.1016/j.ejmech.2009.03.014 L6 1
- 10.1007/s00044-005-0130-2 ADMET 1
- 10.1007/s00044-005-0130-2 DNA 1
- 10.1007/s00044-005-0130-2 MCF7 1
- 10.1007/s00044-005-0130-2 SF-268 1
- 10.1007/s00044-005-0130-2 NCI-H460 1
- 10.1007/s00044-005-0130-2 Pneumocystis carinii 1
27287367 10.1016/j.bmcl.2016.05.071 Transmembrane protease serine 6 1

Data from ChEMBL 36 via Core Engine