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Compound Detail

CHEMBL32

MOXIFLOXACIN
💊 Approved Drug
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💊 Approved Drug
COc1c(N2C[C@@H]3CCCN[C@@H]3C2)c(F)cc2c(=O)c(C(=O)O)cn(C3CC3)c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL32
Name MOXIFLOXACIN
Phase Approved
Structure Type MOL
InChI Key FABPRXSRWADJSP-MEDUHNTESA-N
Therapeutic ✓ Yes

Known Names

Avelox Avelox i.v. Avelox iv Moxifloxacin Moxifloxacine Moxifloxacino Zimoxin
15
Targets
69
Activities
1
Assay Types
30
PK Parameters
20
Publications
7
Known Names
20
Indications

Molecular Properties

401.4
MW (Da)
2.37
ALogP
6
HBA
2
HBD
83.8
PSA (Ų)
0.82
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1999
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral Topical

Flags

Black Box Warning
USAN Stem -oxacin
USAN Year 1998

Extended Properties

Molecular Formula C21H24FN3O4
MW 401.44
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 0.08

Indications

Bacterial Infections Eye Infections Abscess Acanthamoeba Keratitis Breast Neoplasms Bronchitis, Chronic Cataract Cellulitis Cholecystitis, Acute Conjunctivitis, Bacterial Endophthalmitis Helicobacter Infections Infections Inflammation Influenza, Human Keratitis Meningitis Otitis Media Pelvic Inflammatory Disease Pneumonia

ATC Classification

J01MA14
moxifloxacin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AE07
moxifloxacin
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 69 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mycobacterium tuberculosis variant bovis BCG
CHEMBL615052
 IC50 7.52 7.52 30.0 1
Mycobacterium marinum
CHEMBL614987
 IC50 6.85 6.85 140.0 1
Unchecked
CHEMBL612545
 IC50 6.72 5.6089 190.0 19
Mycobacterium tuberculosis
CHEMBL360
 IC50 6.6 6.6 250.0 1
DNA gyrase
CHEMBL2094139
 IC50 6.52 6.06 300.0 2
DNA topoisomerase 4 subunit A
CHEMBL4088
 IC50 6.1 6.1 800.0 2
L6
CHEMBL614793
 IC50 5.24 5.24 5778.3 1
DNA gyrase subunit A/DNA gyrase subunit B
CHEMBL3430898
 IC50 5.22 4.991 6000.0 10
DNA gyrase
CHEMBL3038482
 IC50 5.17 4.828 6800.0 5
Staphylococcus aureus
CHEMBL352
 IC50 5.12 5.12 7500.0 1
DNA gyrase subunit A
CHEMBL4165
 IC50 5.04 4.5933 9200.0 3
MRC5
CHEMBL614181
 IC50 4.96 4.96 10900.0 1
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 4.4 4.4 39810.7 1
Plasmodium falciparum
CHEMBL364
 IC50 4.35 4.35 45000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.1 4.1 79432.8 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 25000.0 ng.hr.mL-1 Mus musculus
AUC 35000.0 ng.hr.mL-1 Homo sapiens
AUC 37500.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 23900.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 16500.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 22200.0 ng.hr.mL-1 Oryctolagus cuniculus
AUC 29200.0 ng.hr.mL-1 Homo sapiens
AUC 39400.0 ng.hr.mL-1 Homo sapiens
AUC 25500.0 ng.hr.mL-1 Homo sapiens
AUC 30300.0 ng.hr.mL-1 Homo sapiens
AUC 37200.0 ng.hr.mL-1 Homo sapiens
AUC 39700.0 ng.hr.mL-1 Homo sapiens
AUC 26900.0 ng.hr.mL-1 Homo sapiens
AUC 27400.0 ng.hr.mL-1 Mus musculus
AUC 19780.0 ng.hr.mL-1 Homo sapiens
AUC 3960.0 ng.hr.mL-1 Homo sapiens
AUC 26810.0 ng.hr.mL-1 Homo sapiens
AUC 8900.0 ng.hr.mL-1 Homo sapiens
AUC 19400.0 ng.hr.mL-1 Homo sapiens
AUC 8400.0 ng.hr.mL-1 Homo sapiens
AUC 14300.0 ng.hr.mL-1 Homo sapiens
AUC 27100.0 ng.hr.mL-1 Mus musculus
AUC 2.9 ug.hr/g Mus musculus
AUC 44150.0 ng.hr.mL-1 Staphylococcus aureus
AUC 41900.0 ng.hr.mL-1 Homo sapiens
AUC 34400.0 ng.hr.mL-1 Homo sapiens
AUC 461700.0 ng.hr.mL-1 Homo sapiens
AUC 369900.0 ng.hr.mL-1 Homo sapiens
AUC 26900.0 ng.hr.mL-1 Homo sapiens
AUC 39000.0 ng.hr.mL-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mycobacterium tuberculosis variant bovis BCG IC50 = 30.0 nM 7.52 Antimycobacterial activity against Mycobacterium bovis BCG ATCC 35737 by resazur... 31376569
Mycobacterium marinum IC50 = 140.0 nM 6.85 Antimycobacterial activity against Mycobacterium marinum NCTC 2275 by resazurin ... 31376569
Unchecked IC50 = 190.0 nM 6.72 Antimycobacterial activity against Mycobacterium avium subsp. avium ATCC 25291 b... 31376569
Mycobacterium tuberculosis IC50 = 250.0 nM 6.6 Antibacterial activity against Mycobacterium tuberculosis H37Ra ATCC2517 assesse... 33248851
DNA gyrase IC50 = 300.0 nM 6.52 Inhibitory activity against wild type Escherichia coli gyrase 16337791
DNA topoisomerase 4 subunit A IC50 = 800.0 nM 6.1 Inhibitory activity against Staphylococcus aureus ATCC 29213 wild type Topo 4 16337789
DNA topoisomerase 4 subunit A IC50 = 800.0 nM 6.1 Inhibitory activity against wild type Staphylococcus aureus topoisomerase 4 16337791
Unchecked IC50 = 800.0 nM 6.1 Inhibition of Staphylococcus aureus topoisomerase 4 by decatenation assay 17228862
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of Mycobacterium tuberculosis DNA gyrase GyrA/GyrB R447K mutant gene 18426901
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of Staphylococcus aureus topoisomerase 4 by decatenation assay 21443219
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of wild-type Staphylococcus aureus topoisomerase 4-mediated decatenat... 21425851
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of Mycobacterium tuberculosis DNA gyrase GyrB/GyrA M74I and A83S muta... 18426901
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of Staphylococcus aureus wild-type topoisomerase 4 decatenation activ... 17502409
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of Mycobacterium tuberculosis DNA gyrase GyrA M74I and A83S mutant/Gy... 18426901
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of Mycobacterium tuberculosis DNA gyrase GyrB/GyrA A83S mutant 18426901
DNA gyrase IC50 = 2500.0 nM 5.6 Inhibition of Escherichia coli DNA gyrase GyrA/GyrB 18426901
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of Mycobacterium tuberculosis DNA gyrase GyrA A83S mutant/GyrB R447K ... 18426901
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of Mycobacterium tuberculosis DNA gyrase GyrB/GyrA A83S, S84A and I85... 18426901
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of Mycobacterium tuberculosis DNA gyrase GyrB/GyrA A83S, S84A, I85V, ... 18426901
Unchecked IC50 = 2600.0 nM 5.58 Inhibition of Pseudomonas aeruginosa DNA gyrase A assessed as inhibition of DNA ... 27524179

Literature References

PubMed DOI Target Context # Activities
19687233 10.1128/aac.00802-09 Bacillus anthracis 156
19364867 10.1128/aac.01252-08 Clostridioides difficile 83
19687244 10.1128/aac.00287-09 Mycobacterium tuberculosis 80
17938189 10.1128/aac.01229-07 Streptococcus pneumoniae 77
21173174 10.1128/aac.00927-10 Escherichia coli 64
20176911 10.1128/aac.01374-09 Streptococcus pneumoniae 55
19307366 10.1128/aac.01531-08 Streptococcus pneumoniae 55
17876003 10.1128/aac.00827-07 Streptococcus pneumoniae 53
19805569 10.1128/aac.00118-09 Staphylococcus aureus 49
20308374 10.1128/aac.01797-09 Streptococcus pneumoniae 41
20176911 10.1128/aac.01374-09 Staphylococcus aureus 39
18725440 10.1128/aac.00082-08 Streptococcus pneumoniae 38
17116666 10.1128/aac.01150-06 Streptococcus pneumoniae 34
19738018 10.1128/aac.00078-09 Staphylococcus aureus 31
27524179 10.1021/acs.jmedchem.6b00867 Pseudomonas aeruginosa 30
17664314 10.1128/aac.01372-06 Unchecked 30
17220419 10.1128/aac.00959-06 Streptococcus pneumoniae 30
19884376 10.1128/aac.01123-09 Streptococcus pneumoniae 30
18362186 10.1128/aac.01637-07 ADMET 30
19805572 10.1128/aac.00532-09 Clostridioides difficile 28

Data from ChEMBL 36 via Core Engine