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Compound Detail

CHEMBL580580

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Cc1cccc(Nc2nc(N)c3ccccc3n2)c1.Cl

Basic Information

ChEMBL ID CHEMBL580580
Phase Preclinical
Structure Type MOL
InChI Key URIFTLQWGKMTKA-UHFFFAOYSA-N
Parent Compound CHEMBL532769
Active Moiety CHEMBL532769
8
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

250.3
MW (Da)
3.26
ALogP
4
HBA
2
HBD
63.8
PSA (Ų)
0.73
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H15ClN4
MW 286.77
Aromatic Rings 3
Heavy Atoms 19
NP-Likeness -1.59

Activity Summary

IC50 12 meas. best 6.64
EC50 1 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 6.64 6.33 230.0 5
Plasmodium falciparum
CHEMBL364
EC50 6.4 6.4 400.0 1
Solute carrier family 2, facilitated glucose transporter member 1
CHEMBL2535
IC50 5.86 5.86 1383.0 1
Hexose transporter 1
CHEMBL4697
IC50 5.85 5.85 1427.0 1
Glucose transporter
CHEMBL3431938
IC50 5.65 5.65 2248.0 1
Leishmania infantum
CHEMBL612848
IC50 5.36 5.36 4320.2 1
Trypanosoma cruzi
CHEMBL368
IC50 4.94 4.94 11380.4 1
Trypanosoma brucei rhodesiense
CHEMBL612348
IC50 4.94 4.94 11433.1 1
Trypanosoma brucei brucei
CHEMBL612851
IC50 4.75 4.75 17586.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 230.0 nM 6.64 MMV: Modified 3H-Hyoxanthine uptake assay; 1% O2, 5% CO2 in N2. -
Plasmodium falciparum IC50 = 283.0 nM 6.55 MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi... -
Plasmodium falciparum IC50 = 299.0 nM 6.52 MMV: 3H-Hyoxanthine uptake assay; 5% O2, 5% CO2 in N2. -
Plasmodium falciparum IC50 = 332.0 nM 6.48 MMV: Modified 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#23400-013) ... -
Plasmodium falciparum EC50 = 400.0 nM 6.4 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Solute carrier family 2, facilitated glucose transporter member 1 IC50 = 1383.0 nM 5.86 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Hexose transporter 1 IC50 = 1427.0 nM 5.85 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Glucose transporter IC50 = 2248.0 nM 5.65 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Plasmodium falciparum IC50 = 3500.0 nM 5.46 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Leishmania infantum IC50 = 4320.24 nM 5.36 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
Trypanosoma cruzi IC50 = 11380.36 nM 4.94 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Trypanosoma brucei rhodesiense IC50 = 11433.15 nM 4.94 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Trypanosoma brucei brucei IC50 = 17586.1 nM 4.75 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -

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/CHEMBL3301550 Plasmodium falciparum 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3433997 Glucose transporter 2
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 2
- 10.6019/CHEMBL2028040 Plasmodium falciparum 2
- 10.6019/CHEMBL3433997 Hexose transporter 1 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL2028040 Trypanosoma brucei rhodesiense 1
- 10.6019/CHEMBL2448809 Plasmodium falciparum 1
- 10.6019/CHEMBL3137356 Cryptosporidium parvum 1
- 10.6019/CHEMBL2028040 MRC5 1
20485427 10.1038/nature09107 HepG2 1

Data from ChEMBL 36 via Core Engine