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Compound Detail

CHEMBL5568805

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O=C(Nc1cc(Cl)cc(Cl)c1)Nc1nc2ccc([N+](=O)[O-])cc2s1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5568805
Phase Preclinical
Structure Type MOL
InChI Key FCQTYYYNDNQUIQ-UHFFFAOYSA-N
7
Targets
9
Activities
2
Assay Types
27
PK Parameters
20
Publications
0
Known Names

Molecular Properties

383.2
MW (Da)
5.16
ALogP
5
HBA
2
HBD
97.2
PSA (Ų)
0.48
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H8Cl2N4O3S
MW 383.22
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -2.71

Activity Summary

IC50 8 meas. best 5.7
EC50 1 meas. best 7.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-X-C chemokine receptor type 2
CHEMBL2434
 EC50 7.37 7.37 42.7 1
RCC4
CHEMBL4483279
 IC50 5.7 5.7 2000.0 1
A498
CHEMBL614516
 IC50 5.7 5.7 2000.0 1
CAL-27
CHEMBL1075408
 IC50 5.6 5.6 2500.0 1
Unchecked
CHEMBL612545
 IC50 5.6 5.5067 2500.0 3
786-0
CHEMBL613102
 IC50 5.6 5.6 2500.0 1
CAL-33
CHEMBL1075409
 IC50 5.4 5.4 4000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 433.0 ng.hr.mL-1 Mus musculus
AUC 8391.0 ng.hr.mL-1 Mus musculus
AUC 14156.0 ng.hr.mL-1 Mus musculus
AUC 19257.0 ng.hr.mL-1 Mus musculus
CL 115.5 mL.min-1.g-1 Mus musculus
CL 115.5 mL.min-1.g-1 Homo sapiens
CL 39.3 mL.min-1.kg-1 Mus musculus
Cmax 2000.0 nM Mus musculus
Cmax 2800.0 nM Mus musculus
Cmax 5200.0 nM Mus musculus
F 39.0 % Mus musculus
F 33.0 % Mus musculus
F 22.0 % Mus musculus
T1/2 4.817 hr Mus musculus
T1/2 4.817 hr Homo sapiens
T1/2 1.0 hr Mus musculus
T1/2 1.0 hr Homo sapiens
T1/2 0.3517 hr Mus musculus
T1/2 0.6433 hr Homo sapiens
T1/2 0.4 hr Mus musculus
T1/2 1.8 hr Mus musculus
T1/2 2.2 hr Mus musculus
T1/2 2.7 hr Mus musculus
Tmax 1.5 hr Mus musculus
Tmax 1.5 hr Mus musculus
Tmax 1.0 hr Mus musculus
Vd 1.0 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
C-X-C chemokine receptor type 2 EC50 = 42.7 nM 7.37 Inverse agonist activity at recombinant CXCR2 (unknown origin) measured after 20... 38894897
A498 IC50 = 2000.0 nM 5.7 Antiproliferative activity against human A498 cells incubated for 48 hrs by XTT ... 38894897
RCC4 IC50 = 2000.0 nM 5.7 Antiproliferative activity against human RCC4 cells incubated for 48 hrs by XTT ... 38894897
786-0 IC50 = 2500.0 nM 5.6 Antiproliferative activity against human 786-0 cells incubated for 48 hrs by XTT... 38894897
Unchecked IC50 = 2500.0 nM 5.6 Antiproliferative activity against human Cisplatin and radiotherapy resistant CA... 38894897
CAL-27 IC50 = 2500.0 nM 5.6 Antiproliferative activity against human CAL-27 cells incubated for 48 hrs by XT... 38894897
Unchecked IC50 = 3000.0 nM 5.52 Antiproliferative activity against human Sunitinib-resistant 786-R cells incubat... 38894897
CAL-33 IC50 = 4000.0 nM 5.4 Antiproliferative activity against human CAL-33 cells incubated for 48 hrs by XT... 38894897
Unchecked IC50 = 4000.0 nM 5.4 Antiproliferative activity against human Cisplatin and radiotherapy resistant CA... 38894897

Literature References

PubMed DOI Target Context # Activities
38894897 10.1021/acsmedchemlett.4c00053 ADMET 49
38894897 10.1021/acsmedchemlett.4c00053 Unchecked 14
38894897 10.1021/acsmedchemlett.4c00053 No relevant target 6
38894897 10.1021/acsmedchemlett.4c00053 A498 6
38894897 10.1021/acsmedchemlett.4c00053 786-0 2
38894897 10.1021/acsmedchemlett.4c00053 Interleukin-8 receptors, CXCR1/CXCR2 2
38894897 10.1021/acsmedchemlett.4c00053 Tyrosine-protein kinase receptor UFO 1
38894897 10.1021/acsmedchemlett.4c00053 Ephrin type-B receptor 2 1
38894897 10.1021/acsmedchemlett.4c00053 Ephrin type-A receptor 5 1
38894897 10.1021/acsmedchemlett.4c00053 Ephrin type-A receptor 2 1
38894897 10.1021/acsmedchemlett.4c00053 Eukaryotic elongation factor 2 kinase 1
38894897 10.1021/acsmedchemlett.4c00053 Casein kinase I isoform gamma-3 1
38894897 10.1021/acsmedchemlett.4c00053 Casein kinase I isoform epsilon 1
38894897 10.1021/acsmedchemlett.4c00053 CDK8/Cyclin C 1
38894897 10.1021/acsmedchemlett.4c00053 CDK7/Cyclin H/MNAT1 1
38894897 10.1021/acsmedchemlett.4c00053 Calcium/calmodulin-dependent protein kinase type II subunit beta 1
38894897 10.1021/acsmedchemlett.4c00053 Aurora kinase B 1
38894897 10.1021/acsmedchemlett.4c00053 C-X-C chemokine receptor type 2 1
38894897 10.1021/acsmedchemlett.4c00053 CAL-33 1
38894897 10.1021/acsmedchemlett.4c00053 CAL-27 1

Data from ChEMBL 36 via Core Engine