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Compound Detail

CHEMBL487663

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CCNC(=O)Nc1nc2cc(-c3cccnc3)cc(-c3ccccn3)c2[nH]1

Basic Information

ChEMBL ID CHEMBL487663
Phase Preclinical
Structure Type MOL
InChI Key IXXRRXMYIMRHHE-UHFFFAOYSA-N
2
Targets
2
Activities
1
Assay Types
2
PK Parameters
9
Publications
0
Known Names

Molecular Properties

358.4
MW (Da)
3.83
ALogP
4
HBA
3
HBD
95.6
PSA (Ų)
0.52
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 C20H18N6O
MW 358.41
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -1.45

Activity Summary

Ki 2 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DNA gyrase
CHEMBL3038482
Ki 8.15 8.15 7.0 1
Unchecked
CHEMBL612545
Ki 7.85 7.85 14.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 12.5 mL.min-1.kg-1 Rattus norvegicus
T1/2 2.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
DNA gyrase Ki = 7.0 nM 8.15 Inhibition of Staphylococcus aureus DNA gyrase 18690678
Unchecked Ki = 14.0 nM 7.85 Inhibition of Escherichia coli topoisomerase 4 18690678

Literature References

PubMed DOI Target Context # Activities
24685546 10.1016/j.bmcl.2014.03.022 Staphylococcus aureus 4
24685546 10.1016/j.bmcl.2014.03.022 Rattus norvegicus 4
24685546 10.1016/j.bmcl.2014.03.022 Streptococcus pneumoniae 3
18690678 10.1021/jm800318d Staphylococcus aureus 2
18690678 10.1021/jm800318d Unchecked 2
18690678 10.1021/jm800318d Haemophilus influenzae 1
18690678 10.1021/jm800318d Streptococcus pneumoniae 1
18690678 10.1021/jm800318d DNA gyrase 1
30774854 10.1039/C8MD00389K Mycobacterium tuberculosis 1

Data from ChEMBL 36 via Core Engine