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Compound Detail

CHEMBL1275764

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CC(C)Oc1cc(NC(=N)c2ccccn2)ccc1-c1ccc(-c2ccc(NC(=N)c3ccccn3)cc2OC(C)C)o1

Basic Information

ChEMBL ID CHEMBL1275764
Phase Preclinical
Structure Type MOL
InChI Key QCFKWNGTLZQXRE-UHFFFAOYSA-N
7
Targets
35
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

574.7
MW (Da)
7.85
ALogP
7
HBA
4
HBD
129.1
PSA (Ų)
0.10
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H34N6O3
MW 574.69
Aromatic Rings 5
Heavy Atoms 43
NP-Likeness -0.58

Activity Summary

IC50 35 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania major
CHEMBL612879
IC50 7.85 7.85 14.0 1
Trypanosoma cruzi
CHEMBL368
IC50 7.6 6.7433 25.0 18
Leishmania donovani
CHEMBL367
IC50 7.44 6.7988 36.0 8
Leishmania amazonensis
CHEMBL612877
IC50 7.06 7.06 87.0 4
Trypanosoma brucei rhodesiense
CHEMBL612348
IC50 6.92 6.92 120.0 1
Plasmodium falciparum
CHEMBL364
IC50 6.83 6.83 149.0 1
L6
CHEMBL614793
IC50 5.52 5.52 3000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 7585.91 ng.hr.mL-1 Mus musculus
AUC 5476.8 ng.hr.mL-1 Mus musculus
AUC 1453.97 ng.hr.mL-1 Mus musculus
CL 13.2 mL.min-1.kg-1 Mus musculus
CL 13.1 mL.min-1.kg-1 Mus musculus
CL 9.9 mL.min-1.kg-1 Mus musculus
Cmax 1760.0 nM Mus musculus
Cmax 10410.0 nM Mus musculus
Cmax 1090.0 nM Mus musculus
F 10.4 % Mus musculus
T1/2 48.0 hr Mus musculus
T1/2 24.0 hr Mus musculus
T1/2 22.0 hr Mus musculus
T1/2 2.0 hr Mesocricetus auratus
T1/2 2.0 hr Mesocricetus auratus
T1/2 0.65 hr Mesocricetus auratus
T1/2 2.0 hr Mus musculus
T1/2 2.0 hr Mus musculus
T1/2 0.4333 hr Mus musculus
T1/2 2.0 hr Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
T1/2 1.6 hr Rattus norvegicus
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Homo sapiens
Tmax 1.0 hr Mus musculus
Tmax 0.0833 hr Mus musculus
Tmax 0.083 hr Mus musculus
Vd 54.0 L.kg-1 Mus musculus
Vd 15.0 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania major IC50 = 14.0 nM 7.85 Antileishmanial activity against intracellular Leishmania major amastigotes 20368397
Trypanosoma cruzi IC50 = 25.0 nM 7.6 Antitrypanosomal activity against bloodstream forms of Trypanosoma cruzi Y infec... 20457822
Leishmania donovani IC50 = 36.0 nM 7.44 Antileishmanial activity against intracellular Leishmania donovani LV82 amastigo... 20368397
Leishmania donovani IC50 = 36.0 nM 7.44 Antileishmanial activity against intracellular Leishmania donovani 22840696
Trypanosoma cruzi IC50 = 60.0 nM 7.22 Antitrypanosomal activity against Trypanosoma cruzi 875 epimastigotes after 24 h... 20457822
Trypanosoma cruzi IC50 = 60.0 nM 7.22 Antitrypanosomal activity against Trypanosoma cruzi 762 epimastigotes after 24 h... 20457822
Trypanosoma cruzi IC50 = 60.0 nM 7.22 Antitrypanosomal activity against bloodstream forms of Trypanosoma cruzi Y after... 20457822
Leishmania donovani IC50 = 64.0 nM 7.19 Antileishmanial activity against antimony resistant Leishmania donovani MC8-R in... 20368397
Trypanosoma cruzi IC50 = 70.0 nM 7.16 Antitrypanosomal activity against Trypanosoma cruzi Y epimastigotes after 24 hrs... 20457822
Leishmania donovani IC50 = 76.0 nM 7.12 Antileishmanial activity against antimony resistant Leishmania donovani MC4-R in... 20368397
Leishmania amazonensis IC50 = 87.0 nM 7.06 Antileishmanial activity against intracellular Leishmania amazonensis amastigote... 20368397
Leishmania amazonensis IC50 = 87.0 nM 7.06 Antileishmanial activity against beta-lactamase transfected Leishmania amazonens... 21741248
Leishmania amazonensis IC50 = 87.0 nM 7.06 Antileishmanial activity against intracellular Leishmania amazonensis 22840696
Leishmania amazonensis IC50 = 87.0 nM 7.06 Antiparasitic activity against Leishmania amazonensis infected in CD-1 mouse mac... 24956553
Leishmania donovani IC50 = 90.0 nM 7.05 Antileishmanial activity against antimony resistant Leishmania donovani AG83-S i... 20368397
Trypanosoma cruzi IC50 = 90.0 nM 7.05 Antitrypanosomal activity against Trypanosoma cruzi 960 epimastigotes after 24 h... 20457822
Trypanosoma cruzi IC50 = 90.0 nM 7.05 Antitrypanosomal activity against Trypanosoma cruzi 855 epimastigotes after 24 h... 20457822
Trypanosoma cruzi IC50 = 100.0 nM 7.0 Antiparasitic activity against Trypanosoma cruzi Tulahen LacZ/C4 amastigotes aft... 24956553
Trypanosoma cruzi IC50 = 110.0 nM 6.96 Antitrypanosomal activity against bloodstream forms of Trypanosoma cruzi Y after... 20457822
Trypanosoma brucei rhodesiense IC50 = 120.0 nM 6.92 Antiparasitic activity against Trypanosoma brucei rhodesiense STIB900 trypomasti... 24956553

Literature References

Data from ChEMBL 36 via Core Engine