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Compound Detail

CHEMBL303984

CHLOROBIOCIN
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CO[C@@H]1[C@@H](OC(=O)c2ccc(C)[nH]2)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc(O)c(CC=C(C)C)c4)c(=O)oc3c2Cl)OC1(C)C

Basic Information

ChEMBL ID CHEMBL303984
Name CHLOROBIOCIN
Phase Preclinical
Structure Type MOL
InChI Key FJAQNRBDVKIIKK-LFLQOBSNSA-N
5
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

697.1
MW (Da)
5.37
ALogP
11
HBA
5
HBD
189.8
PSA (Ų)
0.09
QED
3
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C35H37ClN2O11
MW 697.14
Aromatic Rings 4
Heavy Atoms 49
NP-Likeness 1.08

Activity Summary

IC50 7 meas. best 8.22
Kd 1 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DNA gyrase subunit B
CHEMBL1826
Kd 8.92 8.92 1.2 1
DNA gyrase
CHEMBL3038482
IC50 8.22 8.145 6.0 2
DNA gyrase
CHEMBL2094139
IC50 7.52 7.52 30.0 1
Unchecked
CHEMBL612545
IC50 7.52 6.52 30.0 2
DNA gyrase subunit B
CHEMBL1826
IC50 7.14 7.14 73.0 1
Topoisomerase IV
CHEMBL3038508
IC50 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
10522710 10.1016/s0960-894x(99)00492-8 Staphylococcus aureus 4
10522711 10.1016/s0960-894x(99)00493-x Staphylococcus aureus 4
18347114 10.1128/aac.01235-07 Streptococcus pneumoniae 3
18347114 10.1128/aac.01235-07 Staphylococcus aureus 3
10450985 10.1016/s0960-894x(99)00329-7 Staphylococcus aureus 3
18347114 10.1128/aac.01235-07 DNA gyrase subunit B 3
18347114 10.1128/aac.01235-07 Escherichia coli 3
18347114 10.1128/aac.01235-07 Pseudomonas aeruginosa 3
10937727 10.1016/s0960-894x(00)00304-8 Staphylococcus aureus 3
27143131 10.1016/j.bmc.2016.04.043 DNA gyrase 2
29803359 10.1016/j.bmc.2018.05.016 DNA gyrase 2
10522711 10.1016/s0960-894x(99)00493-x Staphylococcus epidermidis 1
10937727 10.1016/s0960-894x(00)00304-8 Enterococcus faecium 1
27143131 10.1016/j.bmc.2016.04.043 Streptococcus pneumoniae 1
10937727 10.1016/s0960-894x(00)00304-8 Unchecked 1
10522710 10.1016/s0960-894x(99)00492-8 Staphylococcus epidermidis 1
10522710 10.1016/s0960-894x(99)00492-8 DNA topoisomerase 2-beta 1
10522711 10.1016/s0960-894x(99)00493-x DNA gyrase subunit B 1
10450985 10.1016/s0960-894x(99)00329-7 Streptococcus pyogenes 1
10450985 10.1016/s0960-894x(99)00329-7 DNA gyrase 1

Data from ChEMBL 36 via Core Engine