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Compound Detail

CHEMBL584015

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COc1ccc(C(=O)C(CCC(CNC(C)(C)C)C(=O)c2ccc(OC)cc2)CNC(C)(C)C)cc1

Basic Information

ChEMBL ID CHEMBL584015
Phase Preclinical
Structure Type MOL
InChI Key RPSRHRCHOHZXED-UHFFFAOYSA-N
11
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

496.7
MW (Da)
5.56
ALogP
6
HBA
2
HBD
76.7
PSA (Ų)
0.35
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H44N2O4
MW 496.69
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness -0.09

Activity Summary

IC50 15 meas. best 6.77
EC50 2 meas. best 5.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 6.77 5.9675 170.0 4
Leishmania infantum
CHEMBL612848
IC50 6.07 6.07 846.5 1
Trypanosoma brucei brucei
CHEMBL612851
IC50 5.99 5.99 1021.7 1
Plasmodium falciparum
CHEMBL364
EC50 5.95 5.935 1121.0 2
Plasmodium falciparum
CHEMBL364
IC50 5.8 5.645 1598.0 2
Trypanosoma brucei rhodesiense
CHEMBL612348
IC50 5.78 5.78 1651.9 1
Trypanosoma cruzi
CHEMBL368
IC50 5.38 5.38 4148.6 1
Solute carrier family 2, facilitated glucose transporter member 1
CHEMBL2535
IC50 5.17 5.17 6745.0 1
Glucose transporter
CHEMBL3431938
IC50 5.17 5.17 6745.0 1
Hexose transporter 1
CHEMBL4697
IC50 5.17 5.17 6745.0 1
Toxoplasma gondii
CHEMBL612888
IC50 5.08 5.08 8230.0 1
MRC5
CHEMBL614181
IC50 4.99 4.99 10293.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 170.0 nM 6.77 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 570.0 nM 6.24 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Leishmania infantum IC50 = 846.45 nM 6.07 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
Trypanosoma brucei brucei IC50 = 1021.67 nM 5.99 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Plasmodium falciparum EC50 = 1121.0 nM 5.95 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum EC50 = 1189.0 nM 5.92 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum IC50 = 1598.0 nM 5.8 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Trypanosoma brucei rhodesiense IC50 = 1651.91 nM 5.78 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Unchecked IC50 = 2950.0 nM 5.53 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Plasmodium falciparum IC50 = 3220.62 nM 5.49 MMV: Measure of pLDH activity as indication of parasite viability. Gametocytogen... -
Trypanosoma cruzi IC50 = 4148.62 nM 5.38 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Unchecked IC50 = 4680.0 nM 5.33 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Glucose transporter IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Solute carrier family 2, facilitated glucose transporter member 1 IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Hexose transporter 1 IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Toxoplasma gondii IC50 = 8230.0 nM 5.08 MMV: A total of 100ul of inoculum was added to each well (parasite/cell ratio, ~... -
MRC5 IC50 = 10293.32 nM 4.99 MMV: Cytotoxicity against human fibroblasts (MRC-5) cells. -

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
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL3301555 Plasmodium falciparum 2
- 10.6019/CHEMBL2028040 Trypanosoma brucei rhodesiense 1
- 10.6019/CHEMBL2448809 Plasmodium falciparum 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL2028040 Trypanosoma cruzi 1
- 10.6019/CHEMBL2028040 MRC5 1
- 10.6019/CHEMBL2028040 Leishmania infantum 1
22096101 10.1126/science.1211936 Plasmodium yoelii 1
18579783 10.1073/pnas.0802982105 Huh-7 1

Data from ChEMBL 36 via Core Engine