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Compound Detail

CHEMBL2165064

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N#Cc1ccc2ccc(=O)n(CCN3CC[C@H](NCc4cc5c(cn4)OCCO5)[C@H](F)C3)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165064
Phase Preclinical
Structure Type MOL
InChI Key JYJKOWWSKTWAJA-RTWAWAEBSA-N
4
Targets
10
Activities
1
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

463.5
MW (Da)
2.24
ALogP
8
HBA
1
HBD
92.4
PSA (Ų)
0.60
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H26FN5O3
MW 463.51
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.19

Activity Summary

IC50 10 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DNA gyrase subunit A
CHEMBL2424506
 IC50 7.52 6.01 30.0 2
DNA gyrase
CHEMBL3038482
 IC50 7.52 7.52 30.0 1
Unchecked
CHEMBL612545
 IC50 7.32 6.66 48.0 4
Topoisomerase IV
CHEMBL3038508
 IC50 5.1 5.1 8000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 53000.0 ng.hr.mL-1 Mus musculus
AUC 37000.0 ng.hr.mL-1 Mus musculus
AUC 18000.0 ng.hr.mL-1 Mus musculus
AUC 27000.0 ng.hr.mL-1 Canis lupus familiaris
AUC 3100.0 ng.hr.mL-1 Rattus norvegicus
CL 6.2 mL.min-1.kg-1 Canis lupus familiaris
CL 54.0 mL.min-1.kg-1 Rattus norvegicus
F 60.0 % Canis lupus familiaris
F 18.0 % Rattus norvegicus
Fu 0.25 - Homo sapiens
T1/2 3.4 hr Canis lupus familiaris
T1/2 0.9 hr Rattus norvegicus
Vd 1.5 L.kg-1 Canis lupus familiaris
Vd 3.0 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
DNA gyrase IC50 = 30.0 nM 7.52 Inhibition of wild type Staphylococcus aureus DNA gyrase subunit 2GyrA/2GyrB ass... 23968485
DNA gyrase subunit A IC50 = 30.0 nM 7.52 Inhibition of quinolone-resistant Staphylococcus aureus A-798 DNA gyrase S84L mu... 23968485
Unchecked IC50 = 48.0 nM 7.32 Inhibition of Escherichia coli DNA topoisomerase 4 subunit ParC/DNA topoisomeras... 22779424
Unchecked IC50 = 48.0 nM 7.32 Inhibition of Escherichia coli topoisomerase 4 34998058
Unchecked IC50 = 125.0 nM 6.9 Inhibition of wild type Escherichia coli ATCC 25922 DNA topoisomerase-4 subunit ... 23968485
Unchecked IC50 = 8000.0 nM 5.1 Inhibition of wild type Escherichia coli ATCC 25922 DNA gyrase subunit 2GyrA/2Gy... 23968485
Topoisomerase IV IC50 = 8000.0 nM 5.1 Inhibition of wild type Staphylococcus aureus ATCC 29213 topoisomerase-4 subunit... 23968485
DNA gyrase subunit A IC50 = 32000.0 nM 4.5 Inhibition of NXL-101-resistant Staphylococcus aureus DNA gyrase D83N mutant ass... 23968485

Literature References

PubMed DOI Target Context # Activities
22779424 10.1021/jm300690s Staphylococcus aureus 8
22779424 10.1021/jm300690s Canis familiaris 5
22779424 10.1021/jm300690s Rattus norvegicus 5
22779424 10.1021/jm300690s Mus musculus 3
23968485 10.1021/jm400963y Staphylococcus aureus 3
34998058 10.1016/j.ejmech.2021.114085 No relevant target 2
23968485 10.1021/jm400963y Unchecked 2
23968485 10.1021/jm400963y DNA gyrase subunit A 2
22779424 10.1021/jm300690s No relevant target 2
22779424 10.1021/jm300690s Voltage-gated inwardly rectifying potassium channel KCNH2 2
22779424 10.1021/jm300690s Hepatocyte 2
22779424 10.1021/jm300690s Unchecked 1
22779424 10.1021/jm300690s Plasma 1
22779424 10.1021/jm300690s Escherichia coli 1
22779424 10.1021/jm300690s Pseudomonas aeruginosa 1
22779424 10.1021/jm300690s Streptococcus pneumoniae 1
23968485 10.1021/jm400963y Escherichia coli 1
22779424 10.1021/jm300690s Cavia porcellus 1
23968485 10.1021/jm400963y Topoisomerase IV 1
34998058 10.1016/j.ejmech.2021.114085 Streptococcus pneumoniae 1

Data from ChEMBL 36 via Core Engine