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

CHEMBL453384

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
CC(C)(C)NCc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL453384
Phase Preclinical
Structure Type MOL
InChI Key OKGGBPZMSDNNFA-UHFFFAOYSA-N
6
Targets
15
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

357.9
MW (Da)
5.66
ALogP
3
HBA
2
HBD
37.0
PSA (Ų)
0.63
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21ClFN3
MW 357.86
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.60

Activity Summary

IC50 15 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.92 7.685 12.1 10
Cytochrome P450 2D6
CHEMBL289
 IC50 6.52 6.52 300.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.06 5.06 8800.0 1
Cytochrome P450 2C8
CHEMBL3721
 IC50 5.01 5.01 9800.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.28 4.28 52000.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 4.19 4.19 64000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 40.4 mL.min-1.kg-1 Mus musculus
CL 35.0 mL.min-1.kg-1 Rattus norvegicus
CL 16.0 mL.min-1.g-1 Mus musculus
CL 3.6 mL.min-1.g-1 Rattus norvegicus
CL 4.5 mL.min-1.g-1 Canis lupus familiaris
CL 12.3 mL.min-1.g-1 Macaca mulatta
CL 2.96 mL.min-1.g-1 Homo sapiens
F 37.0 % Mus musculus
F 100.0 % Rattus norvegicus
T1/2 7.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 12.1 nM 7.92 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 19284751
Plasmodium falciparum IC50 = 14.6 nM 7.84 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum HB3 19284751
Plasmodium falciparum IC50 = 17.3 nM 7.76 Antimalarial activity against chloroquine-resistant Plasmodium falciparum TM4 19284751
Plasmodium falciparum IC50 = 21.9 nM 7.66 Antimalarial activity against chloroquine-resistant Plasmodium falciparum TM6 19284751
Plasmodium falciparum IC50 = 22.0 nM 7.66 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum K1 19284751
Plasmodium falciparum IC50 = 22.0 nM 7.66 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 20466465
Plasmodium falciparum IC50 = 22.4 nM 7.65 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum Dd2 19284751
Plasmodium falciparum IC50 = 25.8 nM 7.59 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum PH3 19284751
Plasmodium falciparum IC50 = 26.1 nM 7.58 Antimalarial activity against chloroquine-resistant Plasmodium falciparum V1/S 19284751
Plasmodium falciparum IC50 = 29.24 nM 7.53 Antimalarial activity against chloroquine-resistant Plasmodium falciparum J164 19284751
Cytochrome P450 2D6 IC50 = 300.0 nM 6.52 Inhibition of human CYP2D6 19284751
Cytochrome P450 1A2 IC50 = 8800.0 nM 5.06 Inhibition of human CYP1A2 19284751
Cytochrome P450 2C8 IC50 = 9800.0 nM 5.01 Inhibition of human CYP2C8 19284751
Cytochrome P450 2C9 IC50 = 52000.0 nM 4.28 Inhibition of human CYP2C9 19284751
Cytochrome P450 2C19 IC50 = 64000.0 nM 4.19 Inhibition of human CYP2C19 19284751

Literature References

PubMed DOI Target Context # Activities
19284751 10.1021/jm8012757 Rattus norvegicus 10
19284751 10.1021/jm8012757 Plasmodium falciparum 9
19284751 10.1021/jm8012757 ADMET 9
19284751 10.1021/jm8012757 Mus musculus 8
20485427 10.1038/nature09107 Plasmodium falciparum 4
19284751 10.1021/jm8012757 Salmonella typhimurium 4
19284751 10.1021/jm8012757 No relevant target 4
19284751 10.1021/jm8012757 Plasmodium yoelii 3
19284751 10.1021/jm8012757 Kidney 2
19284751 10.1021/jm8012757 Liver 2
19284751 10.1021/jm8012757 Heme 2
19284751 10.1021/jm8012757 Liver microsomes 2
19284751 10.1021/jm8012757 Cytochrome P450 3A4 2
19284751 10.1021/jm8012757 Plasmodium berghei 2
19284751 10.1021/jm8012757 Skin 1
19284751 10.1021/jm8012757 Histidine-rich protein PFHRP-II 1
19284751 10.1021/jm8012757 Lung 1
19284751 10.1021/jm8012757 Cytochrome P450 1A2 1
19284751 10.1021/jm8012757 Cytochrome P450 2D6 1
19284751 10.1021/jm8012757 Cytochrome P450 2C8 1

Data from ChEMBL 36 via Core Engine