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Compound Detail

CHEMBL530223

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COc1cccc(NC(=O)[C@H](C(C)C)n2c(=O)[nH]c3ccccc3c2=O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL530223
Phase Preclinical
Structure Type MOL
InChI Key HGHQOEUVKUMVFT-KRWDZBQOSA-N
7
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

367.4
MW (Da)
2.53
ALogP
5
HBA
2
HBD
93.2
PSA (Ų)
0.72
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H21N3O4
MW 367.41
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.13

Activity Summary

IC50 14 meas. best 6.81
EC50 2 meas. best 6.86

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 EC50 6.86 6.775 139.0 2
Plasmodium falciparum
CHEMBL364
 IC50 6.81 6.505 156.0 8
Plasmodium berghei
CHEMBL612653
 IC50 6.33 6.33 463.6 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.98 5.98 1053.6 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 5.36 5.36 4320.2 1
Leishmania infantum
CHEMBL612848
 IC50 5.25 5.25 5656.9 1
Trypanosoma cruzi
CHEMBL368
 IC50 5.04 5.04 9215.6 1
Unchecked
CHEMBL612545
 IC50 4.66 4.66 22000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum EC50 = 139.0 nM 6.86 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum IC50 = 156.0 nM 6.81 MMV: Modified 3H-Hyoxanthine uptake assay; 1% O2, 5% CO2 in N2. -
Plasmodium falciparum IC50 = 158.1 nM 6.8 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Plasmodium falciparum IC50 = 199.0 nM 6.7 MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi... -
Plasmodium falciparum EC50 = 203.0 nM 6.69 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
Plasmodium falciparum IC50 = 213.0 nM 6.67 MMV: 3H-Hyoxanthine uptake assay; 5% O2, 5% CO2 in N2. -
Plasmodium falciparum IC50 = 240.7 nM 6.62 MMV: P. falciparum NF54 functionally mature Stage V gametocytes were incubated f... -
Plasmodium falciparum IC50 = 349.0 nM 6.46 MMV: Modified 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#23400-013) ... -
Plasmodium falciparum IC50 = 383.9 nM 6.42 MMV: P. falciparum NF54 functionally mature Stage V gametocytes were incubated f... -
Plasmodium berghei IC50 = 463.6 nM 6.33 MMV: P. berghei-infected blood was withdrawn from mice by cardiac pucture before... -
Trypanosoma brucei rhodesiense IC50 = 1053.56 nM 5.98 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Plasmodium falciparum IC50 = 2753.07 nM 5.56 MMV: Measure of pLDH activity as indication of parasite viability. Gametocytogen... -
Trypanosoma brucei brucei IC50 = 4320.24 nM 5.36 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Leishmania infantum IC50 = 5656.85 nM 5.25 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
Trypanosoma cruzi IC50 = 9215.62 nM 5.04 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Unchecked IC50 = 22000.0 nM 4.66 Inhibition of Rickettsia prowazekii Methionine aminopeptidase 1 37031729

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
20485427 10.1038/nature09107 Plasmodium falciparum 4
- 10.6019/CHEMBL3301451 Plasmodium falciparum 4
- 10.6019/CHEMBL3301550 Plasmodium falciparum 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3433997 Hexose transporter 1 2
37031729 10.1016/j.bmcl.2023.129281 Unchecked 2
- 10.6019/CHEMBL3301555 Plasmodium falciparum 2
- 10.6019/CHEMBL3301451 Plasmodium berghei 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3433997 Glucose transporter 2
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 2
- 10.6019/CHEMBL2448809 Plasmodium falciparum 1
- 10.6019/CHEMBL2028040 Trypanosoma brucei rhodesiense 1

Data from ChEMBL 36 via Core Engine