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Compound Detail

CHEMBL528966

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COc1cc(-c2cc(-c3ccc(S(C)(=O)=O)cc3)cnc2N)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL528966
Phase Preclinical
Structure Type MOL
InChI Key BPHUMAUSBOVDPO-UHFFFAOYSA-N
5
Targets
14
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

370.4
MW (Da)
3.12
ALogP
6
HBA
2
HBD
102.5
PSA (Ų)
0.73
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 C19H18N2O4S
MW 370.43
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.32

Activity Summary

IC50 14 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.0 8.0 10.0 1
Plasmodium falciparum
CHEMBL364
 IC50 7.31 7.1343 49.0 7
Tyrosine-protein kinase Fyn
CHEMBL1841
 IC50 6.5 6.48 316.0 4
Trypanosoma brucei brucei
CHEMBL612851
 IC50 6.48 6.48 330.0 1
Plasmodium berghei
CHEMBL612653
 IC50 5.6 5.6 2520.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 17.0 mL.min-1.g-1 Homo sapiens
T1/2 1.717 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 10.0 nM 8.0 Inhibition of recombinant Plasmodium vivax PI4K 29771541
Plasmodium falciparum IC50 = 49.0 nM 7.31 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum NF54 a... 22390538
Plasmodium falciparum IC50 = 49.0 nM 7.31 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 aft... 22390538
Plasmodium falciparum IC50 = 49.0 nM 7.31 Antiplasmodial activity against Plasmodium falciparum NF54 after 24 to 72 hrs 29771541
Plasmodium falciparum IC50 = 70.0 nM 7.16 Antimalarial activity: Gametocytes Plasmodium falciparum NF54 Gametocytes Stage ... -
Plasmodium falciparum IC50 = 100.0 nM 7.0 Antimalarial activity: Asexual Blood Stage Plasmodium falciparum 3D7 IC50 (uM) -
Plasmodium falciparum IC50 = 100.0 nM 7.0 Antimalarial activity: Asexual Blood Stage Plasmodium falciparum W2 IC50 (uM) -
Plasmodium falciparum IC50 = 140.0 nM 6.85 Antimalarial activity: Asexual Blood Stage Plasmodium falciparum Dd2 IC50 (uM) -
Tyrosine-protein kinase Fyn IC50 = 316.0 nM 6.5 ADP-Glo Kinase Assay: The assay procedure determines the IC50 of each potential ... -
Tyrosine-protein kinase Fyn IC50 = 316.0 nM 6.5 ADP-Glo™ Kinase Assay: The ADP-Glo™ Kinase Assay is specifically designed to qua... -
Trypanosoma brucei brucei IC50 = 330.0 nM 6.48 Antitrypanosomal activity against Trypanosoma brucei brucei 427 bloodstream form... 30647879
Tyrosine-protein kinase Fyn IC50 = 349.0 nM 6.46 ADP-Glo Kinase Assay: The assay procedure determines the IC50 of each potential ... -
Tyrosine-protein kinase Fyn IC50 = 349.0 nM 6.46 ADP-Glo™ Kinase Assay: The ADP-Glo™ Kinase Assay is specifically designed to qua... -
Plasmodium berghei IC50 = 2520.0 nM 5.6 Antimalarial activity: Liver Stage Plasmodium berghei sporozoite Luciferase assa... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3832761 Plasmodium falciparum 5
30523084 10.1126/science.aat9446 Plasmodium berghei 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
22390538 10.1021/jm3001373 Plasmodium falciparum 4
30647879 10.1039/C8MD00319J Trypanosoma brucei brucei 3
22390538 10.1021/jm3001373 No relevant target 2
30523084 10.1126/science.aat9446 HepG2-CD81 2
- 10.6019/CHEMBL3832761 HepG2 2
- 10.6019/CHEMBL3832761 Plasmodium berghei 2
22390538 10.1021/jm3001373 Liver microsomes 2
- 10.6019/CHEMBL3433997 Glucose transporter 1
20485427 10.1038/nature09107 Unchecked 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
- 10.6019/CHEMBL3987221 Ferrochelatase, mitochondrial 1
- 10.6019/CHEMBL3987221 Porphobilinogen deaminase 1
- 10.6019/CHEMBL4513149 Staphylococcus aureus 1
29771541 10.1021/acs.jmedchem.8b00329 Plasmodium falciparum 1
29771541 10.1021/acs.jmedchem.8b00329 Unchecked 1
22390538 10.1021/jm3001373 Plasma 1

Data from ChEMBL 36 via Core Engine