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Compound Detail

CHEMBL597248

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c1ccc(CNc2nc(Nc3ccccc3)nc3ccccc23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL597248
Phase Preclinical
Structure Type MOL
InChI Key TZQBMINEPXWUBX-UHFFFAOYSA-N
15
Targets
33
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

326.4
MW (Da)
4.99
ALogP
4
HBA
2
HBD
49.8
PSA (Ų)
0.54
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 C21H18N4
MW 326.40
Aromatic Rings 4
Heavy Atoms 25
NP-Likeness -1.30

Activity Summary

IC50 22 meas. best 6.82
EC50 8 meas. best 7.33
Ki 3 meas. best 5.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma cruzi
CHEMBL368
 EC50 7.33 7.33 47.0 1
Plasmodium falciparum
CHEMBL364
 EC50 7.03 6.6467 93.4 3
Plasmodium yoelii
CHEMBL612889
 IC50 6.82 6.82 152.8 1
Plasmodium falciparum
CHEMBL364
 IC50 6.37 6.21 430.2 2
Leishmania donovani
CHEMBL367
 EC50 6.19 6.19 640.0 1
Leishmania infantum
CHEMBL612848
 IC50 6.15 6.15 707.1 1
Unchecked
CHEMBL612545
 IC50 6.05 5.508 890.0 5
cGMP-specific 3',5'-cyclic phosphodiesterase
CHEMBL4567
 IC50 5.86 5.86 1376.0 1
Cruzipain
CHEMBL3563
 Ki 5.85 5.8233 1400.0 3
Trypanosoma cruzi
CHEMBL368
 IC50 5.83 5.825 1464.1 2
Leishmania amazonensis
CHEMBL612877
 EC50 5.58 5.58 2600.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.51 5.51 3054.9 2
Trypanosoma brucei brucei
CHEMBL612851
 IC50 5.47 5.47 3363.6 2
MRC5
CHEMBL614181
 IC50 5.47 5.47 3363.6 1
ADMET
CHEMBL612558
 EC50 5.17 5.17 6800.0 1
Cruzipain
CHEMBL3563
 IC50 5.1 5.075 8000.0 2
A549
CHEMBL392
 IC50 4.91 4.91 12290.0 1
Rhodesain
CHEMBL4188
 IC50 4.76 4.64 17500.0 2
Trypanosoma brucei brucei
CHEMBL612851
 EC50 4.76 4.76 17500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma cruzi EC50 = 47.0 nM 7.33 Trypanocidal activity against amastigotes form of Trypanosoma cruzi CA-I/72 infe... 34461718
Plasmodium falciparum EC50 = 93.4 nM 7.03 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium yoelii IC50 = 152.8 nM 6.82 NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium ... 22096101
Plasmodium falciparum EC50 = 157.9 nM 6.8 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum IC50 = 430.16 nM 6.37 MMV: Growth inhibition of P. falciparum cultures was quantified using a parasite... -
Leishmania donovani EC50 = 640.0 nM 6.19 Antileishmanial activity against intracellular amastigote stage of Leishmania do... 24874647
Leishmania infantum IC50 = 707.11 nM 6.15 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
Plasmodium falciparum EC50 = 776.0 nM 6.11 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum IC50 = 897.4 nM 6.05 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Unchecked IC50 = 890.0 nM 6.05 Inhibition of histone activated chicken PDE6 using [3H]cGMP as substrate measure... 30509781
cGMP-specific 3',5'-cyclic phosphodiesterase IC50 = 1376.0 nM 5.86 Inhibition of rat lung PDE5 using [3H]cGMP as substrate measured after 10 mins b... 30509781
Cruzipain Ki = 1400.0 nM 5.85 Competitive inhibition of Trypanosoma cruzi cruzain 34461718
Cruzipain Ki = 1400.0 nM 5.85 Competitive inhibition of recombinant Trypanosoma cruzi cruzain by Lineweaver-Bu... 31284086
Trypanosoma cruzi IC50 = 1464.09 nM 5.83 MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro). -
Trypanosoma cruzi IC50 = 1500.0 nM 5.82 Trypanocidal activity activity against Trypanosoma cruzi Tulahuen C4 assessed as... 31284086
Cruzipain Ki = 1700.0 nM 5.77 Competitive inhibition of Trypanosoma cruzi cruzain assessed as inhibition const... 34461718
Unchecked IC50 = 2120.0 nM 5.67 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Leishmania amazonensis EC50 = 2600.0 nM 5.58 Antileishmanial activity against intracellular amastigote stage of Leishmania am... 24874647
Trypanosoma brucei rhodesiense IC50 = 3054.87 nM 5.51 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Trypanosoma brucei rhodesiense IC50 = 3100.0 nM 5.51 Trypanocidal activity activity against Trypanosoma brucei rhodesiense STI B900 a... 31284086

Literature References

PubMed DOI Target Context # Activities
31284086 10.1016/j.ejmech.2019.06.062 Cruzipain 13
34461718 10.1021/acs.jmedchem.1c01151 Cruzipain 10
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
31284086 10.1016/j.ejmech.2019.06.062 Rhodesain 7
24874647 10.1021/jm5000408 No relevant target 6
30523084 10.1126/science.aat9446 Unchecked 6
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
30523084 10.1126/science.aat9446 Plasmodium berghei 4
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 4
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
22096101 10.1126/science.1211936 Plasmodium yoelii 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
30509781 10.1016/j.bmcl.2018.11.043 Unchecked 3
- 10.6019/CHEMBL2028040 Plasmodium falciparum 2
30523084 10.1126/science.aat9446 HepG2-CD81 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2

Data from ChEMBL 36 via Core Engine