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

CHEMBL601821

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
NCC(=O)N1CCn2c(nc(-c3ccccc3)c2Nc2ccc3c(c2)OCO3)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL601821
Phase Preclinical
Structure Type MOL
InChI Key OYZYVBKQMLQLPM-UHFFFAOYSA-N
4
Targets
10
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

391.4
MW (Da)
2.32
ALogP
7
HBA
2
HBD
94.6
PSA (Ų)
0.71
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21N5O3
MW 391.43
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.21

Activity Summary

IC50 8 meas. best 7.2
EC50 2 meas. best 6.79

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.2 6.544 63.0 5
Plasmodium falciparum
CHEMBL364
 EC50 6.79 6.745 161.5 2
Plasmodium yoelii
CHEMBL612889
 IC50 6.66 6.66 220.8 1
Plasmodium berghei
CHEMBL612653
 IC50 5.42 5.42 3780.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.72 4.72 19000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 380.47 ng.hr.mL-1 Mus musculus
Cmax 320.0 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 63.0 nM 7.2 Antimalarial activity against Plasmodium falciparum 3D7 infected in human erythr... 21644570
Plasmodium falciparum IC50 = 97.0 nM 7.01 Antimalarial activity against Plasmodium falciparum W2 infected in human erythro... 21644570
Plasmodium falciparum EC50 = 161.5 nM 6.79 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum EC50 = 198.2 nM 6.7 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium yoelii IC50 = 220.8 nM 6.66 NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium ... 22096101
Plasmodium falciparum IC50 = 540.0 nM 6.27 Antimalarial activity: Asexual Blood Stage Plasmodium falciparum W2 IC50 (uM) -
Plasmodium falciparum IC50 = 640.0 nM 6.19 Antimalarial activity: Asexual Blood Stage Plasmodium falciparum 3D7 IC50 (uM) -
Plasmodium falciparum IC50 = 890.0 nM 6.05 Antimalarial activity: Asexual Blood Stage Plasmodium falciparum Dd2 IC50 (uM) -
Plasmodium berghei IC50 = 3780.0 nM 5.42 Antimalarial activity: Liver Stage Plasmodium berghei sporozoite Luciferase assa... -
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 19000.0 nM 4.72 Inhibition of human ERG expressed in CHO cells by Q-patch assay 21644570

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3832761 Plasmodium falciparum 4
22096101 10.1126/science.1211936 Plasmodium yoelii 3
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
21644570 10.1021/jm2003359 Voltage-gated inwardly rectifying potassium channel KCNH2 2
21644570 10.1021/jm2003359 Mus musculus 2
- 10.6019/CHEMBL3832761 HepG2 2
- 10.6019/CHEMBL3832761 Plasmodium berghei 2
21644570 10.1021/jm2003359 Plasmodium falciparum 2
21644570 10.1021/jm2003359 Unchecked 2
21644570 10.1021/jm2003359 Cytochrome P450 1A2 1
- 10.6019/CHEMBL4513149 Staphylococcus aureus 1
- 10.6019/CHEMBL3987221 Porphobilinogen deaminase 1
- 10.6019/CHEMBL3987221 Ferrochelatase, mitochondrial 1
21644570 10.1021/jm2003359 No relevant target 1
21644570 10.1021/jm2003359 Huh-7 1
18579783 10.1073/pnas.0802982105 Unchecked 1
21644570 10.1021/jm2003359 Cytochrome P450 2C19 1
21644570 10.1021/jm2003359 Cytochrome P450 2C9 1
21644570 10.1021/jm2003359 Cytochrome P450 2D6 1
21644570 10.1021/jm2003359 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine