Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL106525

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CN1CCN(c2ccc(Nc3c4ccccc4nc4ccccc34)cc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL106525
Phase Preclinical
Structure Type MOL
InChI Key QZKGUNQLVFEEBA-UHFFFAOYSA-N
14
Targets
25
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

368.5
MW (Da)
4.88
ALogP
4
HBA
1
HBD
31.4
PSA (Ų)
0.52
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H24N4
MW 368.48
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -1.05

Activity Summary

IC50 17 meas. best 7.14
EC50 4 meas. best 7.25
Ki 4 meas. best 7.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 7.55 7.55 28.0 2
Plasmodium falciparum
CHEMBL364
 EC50 7.25 6.8575 56.7 4
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 7.14 7.14 73.0 2
Plasmodium falciparum
CHEMBL364
 IC50 7.12 6.5933 76.0 6
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 6.51 6.51 311.2 1
Plasmodium yoelii
CHEMBL612889
 IC50 6.26 6.26 547.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 6.0 6.0 1000.0 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 5.99 5.99 1029.3 1
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 5.82 5.82 1500.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 5.5 5.5 3200.0 1
Leishmania infantum
CHEMBL612848
 IC50 5.39 5.39 4057.0 1
Solute carrier family 2, facilitated glucose transporter member 1
CHEMBL2535
 IC50 5.24 5.24 5816.0 1
Hexose transporter 1
CHEMBL4697
 IC50 5.23 5.23 5885.0 1
Glucose transporter
CHEMBL3431938
 IC50 5.17 5.17 6745.0 1
MRC5
CHEMBL614181
 IC50 4.96 4.96 10857.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2C adrenergic receptor Ki = 27.99 nM 7.55 Binding affinity to human cloned Alpha-2C adrenergic receptor 21277656
Alpha-2C adrenergic receptor Ki = 28.0 nM 7.55 Displacement of [3H]rauwolscine from human ADRA2C expressed in S115 cells 17034141
Plasmodium falciparum EC50 = 56.7 nM 7.25 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Lysine-specific histone demethylase 1A IC50 = 73.0 nM 7.14 Inhibition of recombinant LSD1 (unknown origin) expressed in Escherichia coli BL... 36913900
Lysine-specific histone demethylase 1A IC50 = 73.0 nM 7.14 Inhibition of recombinant LSD1 ( unknown origin) expressed in Escherichia coli B... 37542989
Plasmodium falciparum IC50 = 76.0 nM 7.12 MMV: Modified 3H-Hyoxanthine uptake assay; 1% O2, 5% CO2 in N2. -
Plasmodium falciparum EC50 = 95.5 nM 7.02 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum IC50 = 98.0 nM 7.01 MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi... -
Plasmodium falciparum IC50 = 117.0 nM 6.93 MMV: 3H-Hyoxanthine uptake assay; 5% O2, 5% CO2 in N2. -
Plasmodium falciparum EC50 = 141.5 nM 6.85 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum IC50 = 269.0 nM 6.57 MMV: Modified 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#23400-013) ... -
Trypanosoma brucei rhodesiense IC50 = 311.17 nM 6.51 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Plasmodium falciparum EC50 = 487.0 nM 6.31 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
Plasmodium yoelii IC50 = 547.0 nM 6.26 NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium ... 22096101
Plasmodium falciparum IC50 = 732.02 nM 6.13 MMV: Measure of pLDH activity as indication of parasite viability. Gametocytogen... -
Trypanosoma cruzi IC50 = 1000.0 nM 6.0 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Trypanosoma brucei brucei IC50 = 1029.3 nM 5.99 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Alpha-2B adrenergic receptor Ki = 1500.0 nM 5.82 Displacement of [3H]rauwolscine from human ADRA2B expressed in S115 cells 17034141
Plasmodium falciparum IC50 = 1596.0 nM 5.8 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Alpha-2A adrenergic receptor Ki = 3200.0 nM 5.5 Displacement of [3H]rauwolscine from human ADRA2A expressed in S115 cells 17034141

Literature References

PubMed DOI Target Context # Activities
36913900 10.1016/j.ejmech.2023.115255 BGC-823 10
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
36913900 10.1016/j.ejmech.2023.115255 MFC 6
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
36913900 10.1016/j.ejmech.2023.115255 Unchecked 5
36913900 10.1016/j.ejmech.2023.115255 Lysine-specific histone demethylase 1A 5
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL3301550 Plasmodium falciparum 4
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
36913900 10.1016/j.ejmech.2023.115255 ADMET 3
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
22096101 10.1126/science.1211936 Plasmodium yoelii 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL3433997 Hexose transporter 1 2
- 10.6019/CHEMBL3433997 Glucose transporter 2

Data from ChEMBL 36 via Core Engine