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Compound Detail

CHEMBL561

LOMEFLOXACIN
💊 Approved Drug
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💊 Approved Drug
CCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL561
Name LOMEFLOXACIN
Phase Approved
Structure Type MOL
InChI Key ZEKZLJVOYLTDKK-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Lomefloxacin Lomefloxacine Lomefloxacino Okacyn SC-47111A
1
Targets
10
Activities
1
Assay Types
5
PK Parameters
20
Publications
5
Known Names
3
Indications

Molecular Properties

351.4
MW (Da)
1.80
ALogP
5
HBA
2
HBD
74.6
PSA (Ų)
0.88
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1992
Availability Discontinued
Chirality Racemic

Routes of Administration

Oral
USAN Stem -oxacin
USAN Year 1988

Extended Properties

Molecular Formula C17H19F2N3O3
MW 351.35
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.53

Indications

Bacterial Infections Eye Infections Osteomyelitis

ATC Classification

J01MA07
lomefloxacin
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIBACTERIALS FOR SYSTEMIC USE
S01AE04
lomefloxacin
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

IC50 10 meas. best 5.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mycolicibacterium smegmatis
CHEMBL613088
 IC50 5.84 5.5033 1440.0 6

Pharmacokinetic Data

Parameter Value Units Species
AUC 26000.0 ng.hr.mL-1 Homo sapiens
Cmax 7969.26 nM Homo sapiens
F 98.0 % Eutheria
F 97.0 % Homo sapiens
T1/2 8.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mycolicibacterium smegmatis IC50 = 1440.0 nM 5.84 Antimycobacterial activity against Mycobacterium smegmatis grown in nitrogen -li... 19786608
Mycolicibacterium smegmatis IC50 = 1440.0 nM 5.84 Antimycobacterial activity against Mycobacterium smegmatis grown in nitrogen -li... 19786608
Mycolicibacterium smegmatis IC50 = 4330.0 nM 5.36 Antimycobacterial activity against Mycobacterium smegmatis grown in Luria-Bertan... 19786608
Mycolicibacterium smegmatis IC50 = 4330.0 nM 5.36 Antimycobacterial activity against Mycobacterium smegmatis grown in Luria-Bertan... 19786608
Mycolicibacterium smegmatis IC50 = 4880.0 nM 5.31 Antimycobacterial activity against Mycobacterium smegmatis grown in carbon-limit... 19786608
Mycolicibacterium smegmatis IC50 = 4880.0 nM 5.31 Antimycobacterial activity against Mycobacterium smegmatis grown in carbon-limit... 19786608

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 269
16472241 10.2174/1570163043334794 Hepatotoxicity 18
19752278 10.1128/aac.00631-09 Serratia marcescens 14
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
17960928 10.1021/jm700999n Mus musculus 12
19786608 10.1128/aac.00803-09 Mycolicibacterium smegmatis 12
18068979 10.1016/j.bmcl.2007.11.110 Mus musculus 12
18502542 10.1016/j.ejmech.2008.02.031 Mus musculus 12
31279292 10.1016/j.ejmech.2019.06.071 Staphylococcus aureus 11
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
18078756 10.1016/j.bmc.2007.11.050 Mus musculus 10
18304818 10.1016/j.bmc.2007.11.016 Mus musculus 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
17548499 10.1128/aac.00339-07 Escherichia coli 7
31279292 10.1016/j.ejmech.2019.06.071 Pseudomonas aeruginosa 7
- 10.1007/s00044-011-9639-8 Mycolicibacterium smegmatis 6
31279292 10.1016/j.ejmech.2019.06.071 Staphylococcus epidermidis 4
37729692 10.1016/j.ejmech.2023.115798 Staphylococcus aureus 4
31803393 10.1039/C9MD00120D ADMET 4
19663388 10.1021/jm900859q ADMET 3

Data from ChEMBL 36 via Core Engine