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Compound Detail

CHEMBL527822

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CCCCCCCc1c(C)nc2cc(OC)ccc2c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL527822
Phase Preclinical
Structure Type MOL
InChI Key BCZRFDKLLBFOHJ-UHFFFAOYSA-N
3
Targets
10
Activities
2
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

287.4
MW (Da)
4.77
ALogP
3
HBA
1
HBD
42.4
PSA (Ų)
0.75
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H25NO2
MW 287.40
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.09

Activity Summary

EC50 7 meas. best 10.3
IC50 3 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Toxoplasma gondii
CHEMBL612888
 EC50 10.3 10.3 0.1 1
Plasmodium falciparum
CHEMBL364
 IC50 8.52 8.2933 3.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 8.51 8.51 3.1 1
Plasmodium falciparum
CHEMBL364
 EC50 8.42 7.97 3.8 5

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.1317 hr Mus musculus
T1/2 0.17 hr Homo sapiens
T1/2 0.1317 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Toxoplasma gondii EC50 = 0.05 nM 10.3 Antiparasitic activity against Toxoplasma gondii infected in HFF cells incubated... 34894691
Plasmodium falciparum IC50 = 3.0 nM 8.52 Antiplasmodial activity against Plasmodium falciparum Dd2 infected in human Eryt... 29360043
NON-PROTEIN TARGET EC50 = 3.1 nM 8.51 Antimalarial activity against multidrug-resistant Plasmodium falciparum Dd2 MRA-... 24720377
Plasmodium falciparum EC50 = 3.8 nM 8.42 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 MRA... 24720377
Plasmodium falciparum IC50 = 4.0 nM 8.4 Antiplasmodial activity against Plasmodium falciparum D6 infected in human Eryth... 29360043
Plasmodium falciparum EC50 = 8.59 nM 8.07 Antimalarial activity against chloroquine and pyrimethamine-resistant Plasmodium... 20828199
Plasmodium falciparum EC50 = 8.59 nM 8.07 Antimalarial activity against blood stage multi drug-resistant Plasmodium falcip... 35033884
Plasmodium falciparum EC50 = 11.0 nM 7.96 Antimalarial activity against atovaquone-resistant clinical isolate Plasmodium f... 24720377
Plasmodium falciparum IC50 = 11.0 nM 7.96 Antiplasmodial activity against Plasmodium falciparum Tm90-C2B infected in human... 29360043
Plasmodium falciparum EC50 = 46.6 nM 7.33 Antimalarial activity against chloroquine, mefloquine, pyrimethamine and atovaqu... 20828199

Literature References

PubMed DOI Target Context # Activities
20828199 10.1021/jm1007903 ADMET 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
29360043 10.1016/j.ejmech.2018.01.039 Plasmodium falciparum 3
20828199 10.1021/jm1007903 Plasmodium falciparum 3
20828199 10.1021/jm1007903 No relevant target 2
35033884 10.1016/j.bmc.2022.116614 No relevant target 2
24720377 10.1021/jm500147k Plasmodium falciparum 2
24720377 10.1021/jm500147k Plasmodium yoelii 2
24720377 10.1021/jm500147k HepG2 1
34894691 10.1021/acs.jmedchem.1c01569 Toxoplasma gondii 1
35033884 10.1016/j.bmc.2022.116614 Plasmodium falciparum 1
- 10.6019/CHEMBL3433997 Glucose transporter 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
25148516 10.1021/jm500942v Liver 1
24720377 10.1021/jm500147k Unchecked 1
24720377 10.1021/jm500147k NON-PROTEIN TARGET 1
20828199 10.1021/jm1007903 Liver microsomes 1
20828199 10.1021/jm1007903 J774 1
20485427 10.1038/nature09107 HepG2 1

Data from ChEMBL 36 via Core Engine