LEVOFLOXACIN

Search structure
Trade Names:
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J01MA12
UNII: 6GNT3Y5LMF

Structure
InChI Key GSDSWSVVBLHKDQ-JTQLQIEISA-N
Smile C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23
InChI
InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H20FN3O4
Molecular Weight 361.37
AlogP 1.54
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 75.01
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 26.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR DNA gyrase inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 1.29
Enzyme Isomerase
- 9.31-772 - 0.9-36 -
Enzyme Kinase
1546 - - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- - - - 1.29
Enzyme Transferase
- 7600 - - 22.85-93.65
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 2.52-12.48
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 912010.84-2300000 - - -0.9-10
Structural protein
- 11270 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 117.4
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 17900 - - 26

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Conjunctivitis, Bacterial 4 D003234 ClinicalTrials
Skin Diseases 3 D012871 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 3 D029424 ClinicalTrials
Prostatitis 3 D011472 ClinicalTrials
Pneumonia, Bacterial 3 D018410 ClinicalTrials
Otitis Media 3 D010033 ClinicalTrials
Staphylococcal Infections 3 D013203 ClinicalTrials
Fever 3 D005334 ClinicalTrials
Hot Flashes 3 D019584 ClinicalTrials
Endocarditis 3 D004696 ClinicalTrials
Neutropenia 3 D009503 ClinicalTrials
Prostatic Hyperplasia 3 D011470 ClinicalTrials
Influenza, Human 3 D007251 ClinicalTrials
Cataract 3 D002386 ClinicalTrials
Tuberculosis 3 D014376 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Bronchitis 3 D001991 ClinicalTrials
Tuberculosis, Pulmonary 3 D014397 ClinicalTrials
Maxillary Sinusitis 3 D015523 ClinicalTrials
Helicobacter Infections 3 D016481 ClinicalTrials
Pelvic Inflammatory Disease 3 D000292 ClinicalTrials
Dyspepsia 3 D004415 ClinicalTrials
Pyelonephritis 3 D011704 ClinicalTrials
Lymphoma, Non-Hodgkin 2 D008228 ClinicalTrials
Appendicitis 2 D001064 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Tuberculosis, Multidrug-Resistant 2 D018088 ClinicalTrials
Sarcoidosis 2 D012507 ClinicalTrials
Diabetic Foot 2 D017719 ClinicalTrials
Cellulitis 2 D002481 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Endophthalmitis 1 D009877 ClinicalTrials
Escherichia coli Infections 1 D004927 ClinicalTrials
Kidney Diseases 1 D007674 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Musculoskeletal and connective tissue disorders
13.97
Nervous system disorders
13.87
General disorders and administration site conditions
9.38
Vascular disorders
9.28
Injury, poisoning and procedural complications
9.09
Skin and subcutaneous tissue disorders
6.51
Psychiatric disorders
6.42
Immune system disorders
4.85
Gastrointestinal disorders
4.38
Respiratory, thoracic and mediastinal disorders
3.84
Cardiac disorders
3.74
Infections and infestations
2.71
Investigations
2.55

Cross References

Resources Reference
CAS NUMBER 100986-85-4
ChEBI 63598
ChEMBL CHEMBL33
DrugBank DB01137
DrugCentral 1569
EPA CompTox DTXSID0041060
FDA SRS 6GNT3Y5LMF
Human Metabolome Database HMDB01929
Guide to Pharmacology 10911
KEGG C07660
PDB LFX
PharmGKB PA450214
PubChem 149096
SureChEMBL SCHEMBL15397
ZINC ZINC000000538273
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