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 DailyMed

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Sinusitis 4 D012852 ClinicalTrials
Conjunctivitis, Bacterial 4 D003234 ClinicalTrials
Bronchitis, Chronic 4 D029481 ClinicalTrials
Pneumonia, Bacterial 3 D018410 ClinicalTrials
Pelvic Inflammatory Disease 3 D000292 ClinicalTrials
Dyspepsia 3 D004415 ClinicalTrials
Pyelonephritis 3 D011704 ClinicalTrials
Prostatic Hyperplasia 3 D011470 ClinicalTrials
Fever 3 D005334 ClinicalTrials
Hot Flashes 3 D019584 ClinicalTrials
Cataract 3 D002386 ClinicalTrials
Endocarditis 3 D004696 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 3 D029424 ClinicalTrials
Tuberculosis 3 D014376 ClinicalTrials
Cystic Fibrosis 3 D003550 ClinicalTrials
Prostatitis 3 D011472 ClinicalTrials
Neutropenia 3 D009503 ClinicalTrials
Skin Diseases 3 D012871 ClinicalTrials
Otitis Media 3 D010033 ClinicalTrials
Staphylococcal Infections 3 D013203 ClinicalTrials
Maxillary Sinusitis 3 D015523 ClinicalTrials
Helicobacter Infections 3 D016481 ClinicalTrials
Diabetic Foot 2 D017719 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Cellulitis 2 D002481 ClinicalTrials
Sarcoidosis 2 D012507 ClinicalTrials
Lymphoma, Non-Hodgkin 2 D008228 ClinicalTrials
Appendicitis 2 D001064 ClinicalTrials
Tuberculosis, Multidrug-Resistant 2 D018088 ClinicalTrials
Endophthalmitis 1 D009877 ClinicalTrials
Urinary Bladder, Overactive 1 D053201 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Escherichia coli Infections 1 D004927 ClinicalTrials
Kidney Diseases 1 D007674 ClinicalTrials
Osteomyelitis 0 D010019 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
Mixture

Adverse Reactions

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 RIX4E89Y14
Human Metabolome Database HMDB0001929
Guide to Pharmacology 10911
KEGG C07660
PDB LFX
PharmGKB PA450214
PubChem 3033924
SureChEMBL SCHEMBL15397
ZINC ZINC000000538273