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Compound Detail

CHEMBL2325221

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Cc1ccc(-c2nc3ccccc3s2)cc1NC(=O)c1cc([N+](=O)[O-])c(N2CCN(C)CC2)cc1Cl

Basic Information

ChEMBL ID CHEMBL2325221
Phase Preclinical
Structure Type MOL
InChI Key VYORSAKQRKOOSR-UHFFFAOYSA-N
6
Targets
9
Activities
1
Assay Types
24
PK Parameters
20
Publications
0
Known Names

Molecular Properties

522.0
MW (Da)
5.84
ALogP
7
HBA
1
HBD
91.6
PSA (Ų)
0.26
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H24ClN5O3S
MW 522.03
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -2.30

Activity Summary

EC50 9 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei brucei
CHEMBL612851
EC50 9.0 8.195 1.0 2
Trypanosoma brucei gambiense
CHEMBL613768
EC50 9.0 9.0 1.0 2
Trypanosoma congolense
CHEMBL4296607
EC50 8.52 8.52 3.0 1
Trypanosoma vivax
CHEMBL5209658
EC50 8.22 8.22 6.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
EC50 7.96 7.96 11.0 2
Leishmania mexicana
CHEMBL612880
EC50 6.1 6.1 800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 43328.49 ng.hr.mL-1 Mus musculus
CL 105.0 mL.min-1.kg-1 Mus musculus
CL 14.0 mL.min-1.kg-1 Mus musculus
CL 12.0 mL.min-1.kg-1 Rattus norvegicus
CL 6.0 mL.min-1.kg-1 Homo sapiens
CL 21.4 ml/hr Mus musculus
Cmax 6500.0 nM Mus musculus
Cmax 10000.0 nM Rattus norvegicus
F 14.0 % Rattus norvegicus
T1/2 1.6 hr Homo sapiens
T1/2 1.3 hr Mus musculus
T1/2 0.2167 hr Mus musculus
T1/2 4.0 hr Mus musculus
T1/2 4.0 hr Rattus norvegicus
T1/2 4.0 hr Homo sapiens
T1/2 24.0 hr Mus musculus
T1/2 24.0 hr Rattus norvegicus
T1/2 24.0 hr Homo sapiens
T1/2 5.7 hr -
T1/2 24.0 hr -
T1/2 24.0 hr -
T1/2 24.0 hr -
T1/2 7.0 hr Mus musculus
Tmax 4.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
38363074 10.1021/acs.jmedchem.3c01680 ADMET 24
38363074 10.1021/acs.jmedchem.3c01680 No relevant target 4
38363074 10.1021/acs.jmedchem.3c01680 Trypanosoma brucei brucei 4
38363074 10.1021/acs.jmedchem.3c01680 Trypanosoma congolense 2
38363074 10.1021/acs.jmedchem.3c01680 Trypanosoma brucei rhodesiense 2
23484493 10.1021/jm301687p No relevant target 2
37216489 10.1021/acs.jmedchem.3c00056 ADMET 2
23484493 10.1021/jm301687p ADMET 2
23484493 10.1021/jm301687p HEK293 1
38363074 10.1021/acs.jmedchem.3c01680 HEK293 1
37216489 10.1021/acs.jmedchem.3c00056 No relevant target 1
37216489 10.1021/acs.jmedchem.3c00056 BJ 1
37216489 10.1021/acs.jmedchem.3c00056 Leishmania mexicana 1
23484493 10.1021/jm301687p Raji 1
23484493 10.1021/jm301687p BJ 1
23484493 10.1021/jm301687p HepG2 1
23484493 10.1021/jm301687p Trypanosoma brucei gambiense 1
23484493 10.1021/jm301687p Trypanosoma brucei rhodesiense 1
23484493 10.1021/jm301687p Trypanosoma brucei brucei 1
23484493 10.1021/jm301687p Liver 1

Data from ChEMBL 36 via Core Engine