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Compound Detail

CHEMBL74174

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Cc1cc(C)c(Nc2nc(N)nc(Nc3ccc(C#N)cc3)n2)c(C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL74174
Phase Preclinical
Structure Type MOL
InChI Key UMLZEJREMDUKPX-UHFFFAOYSA-N
8
Targets
18
Activities
2
Assay Types
2
PK Parameters
16
Publications
0
Known Names

Molecular Properties

345.4
MW (Da)
3.74
ALogP
7
HBA
3
HBD
112.5
PSA (Ų)
0.66
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 C19H19N7
MW 345.41
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.46

Activity Summary

IC50 17 meas. best 9.0
EC50 1 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 IC50 9.0 8.0 1.0 5
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.4 8.4 4.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.6 5.6 2490.0 2
Trypanosoma brucei brucei
CHEMBL612851
 IC50 5.32 5.32 4840.0 2
Trypanosoma cruzi
CHEMBL368
 IC50 4.94 4.94 11510.0 2
Unchecked
CHEMBL612545
 IC50 4.69 4.69 20510.0 1
ADMET
CHEMBL612558
 IC50 4.69 4.69 20510.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.68 4.68 20710.0 2
Leishmania infantum
CHEMBL612848
 IC50 4.42 4.42 38160.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 5200.0 ng.hr.mL-1 Rattus norvegicus
AUC 700.0 ng.hr.mL-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 1.0 nM 9.0 Inhibitory activity against LAI strain of HIV-I in MT-4 cell was determined 11527704
Human immunodeficiency virus 1 IC50 = 2.0 nM 8.7 Inhibitory activity against 103N strain of HIV-I in MT-4 cell was determined 11527704
Human immunodeficiency virus 1 EC50 = 4.0 nM 8.4 Antiviral activity against HIV1 infected in human TZM-bl cells assessed as viral... 25199582
Human immunodeficiency virus 1 IC50 = 11.0 nM 7.96 Inhibitory activity against 181C strain of HIV-I in MT-4 cell was determined 11527704
Human immunodeficiency virus 1 IC50 = 37.0 nM 7.43 Inhibitory activity against 100I strain of HIV-I in MT-4 cell was determined 11527704
Human immunodeficiency virus 1 IC50 = 124.0 nM 6.91 Inhibitory activity against 188L strain of HIV-1 in MT-4 cell was determined 11527704
Trypanosoma brucei rhodesiense IC50 = 2490.0 nM 5.6 Antitrypanocidal activity against suramin-sensitive Trypanosoma brucei rhodesien... 25199582
Trypanosoma brucei rhodesiense IC50 = 2490.0 nM 5.6 Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB-900 after ... 29197735
Trypanosoma brucei brucei IC50 = 4840.0 nM 5.32 Antitrypanosomal activity against suramin-sensitive Trypanosoma brucei brucei Sq... 29197735
Trypanosoma brucei brucei IC50 = 4840.0 nM 5.32 Antitrypanocidal activity against suramin-sensitive Trypanosoma brucei brucei Sq... 25199582
Trypanosoma cruzi IC50 = 11510.0 nM 4.94 Trypanocidal activity against nifurtimox-sensitive Trypanosoma cruzi Tulahuen CL... 25199582
Trypanosoma cruzi IC50 = 11510.0 nM 4.94 Antitrypanosomal activity against beta-galactosidase expressing nifurtimox-sensi... 29197735
ADMET IC50 = 20510.0 nM 4.69 Cytotoxicity against human MRC5 SV2 cells assessed as reduction in cell growth a... 25199582
Unchecked IC50 = 20510.0 nM 4.69 Cytotoxicity against human MRC5 SV2 cells assessed as decrease in cell viability... 29197735
Plasmodium falciparum IC50 = 20710.0 nM 4.68 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K1 i... 25199582
Plasmodium falciparum IC50 = 20710.0 nM 4.68 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K1 i... 29197735
Leishmania infantum IC50 = 38160.0 nM 4.42 Antileishmanial activity against Leishmania infantum MHOM/MA (BE)/67 infected in... 25199582
Leishmania infantum IC50 = 38160.0 nM 4.42 Antileishmanial activity against amastigote stage of Leishmania infantum MHOM/MA... 29197735

Literature References

PubMed DOI Target Context # Activities
11527704 10.1016/s0960-894x(01)00411-5 Human immunodeficiency virus 1 5
15771441 10.1021/jm049439i ADMET 2
25199582 10.1016/j.bmc.2014.08.005 ADMET 2
15771441 10.1021/jm049439i No relevant target 1
25199582 10.1016/j.bmc.2014.08.005 Trypanosoma brucei brucei 1
25199582 10.1016/j.bmc.2014.08.005 Trypanosoma brucei rhodesiense 1
25199582 10.1016/j.bmc.2014.08.005 Human immunodeficiency virus 1 1
25199582 10.1016/j.bmc.2014.08.005 Trypanosoma cruzi 1
25199582 10.1016/j.bmc.2014.08.005 Leishmania infantum 1
25199582 10.1016/j.bmc.2014.08.005 Plasmodium falciparum 1
29197735 10.1016/j.ejmech.2017.11.075 Trypanosoma brucei brucei 1
29197735 10.1016/j.ejmech.2017.11.075 Trypanosoma brucei rhodesiense 1
29197735 10.1016/j.ejmech.2017.11.075 Trypanosoma cruzi 1
29197735 10.1016/j.ejmech.2017.11.075 Leishmania infantum 1
29197735 10.1016/j.ejmech.2017.11.075 Plasmodium falciparum 1
29197735 10.1016/j.ejmech.2017.11.075 Unchecked 1

Data from ChEMBL 36 via Core Engine