Molecule Details
InChIKeyMYSWGUAQZAJSOK-UHFFFAOYSA-N
Compound NameCiprofloxacin
Canonical SMILESO=C(O)c1cn(C2CC2)c2cc(N3CCNCC3)c(F)cc2c1=O
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)6
Pfam Stratification Cross-Family
Avg pChEMBL6.35
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00537
Drug NameCiprofloxacin
CAS Number85721-33-1
Groups approved investigational
ATC Codes J01RA11 S03AA07 J01MA02 S02AA15 J01RA10 J01RA12 S01AE03
DescriptionCiprofloxacin is a second generation fluoroquinolone that has spawned many derivative antibiotics.[A178870] It is formulated for oral, intravenous, intratympanic, ophthalmic, and otic administration for a number of bacterial infections.[L6469,L6472,L6475,L6478,L6481,L6484,L6487,L6490,L6493] The firs...

Categories: 4-Quinolones Agents Causing Muscle Toxicity Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use Chemically-Induced Disorders Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (strong) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (moderate) Cytochrome P-450 CYP3A5 Inhibitors Cytochrome P-450 CYP3A5 Inhibitors (moderate) Cytochrome P-450 CYP3A7 Inhibitors Cytochrome P-450 CYP3A7 Inhibitors (moderate) Cytochrome P-450 Enzyme Inhibitors Drugs causing inadvertant photosensitivity Drugs that are Mainly Renally Excreted Enzyme Inhibitors Fluoroquinolone Antibacterial Fluoroquinolones Heterocyclic Compounds, Fused-Ring MATE 1 Inhibitors MATE 1 Substrates MATE 2 Inhibitors MATE inhibitors MATE substrates Moderate Risk QTc-Prolonging Agents Ophthalmological and Otological Preparations Ophthalmologicals Otologicals P-glycoprotein substrates Photosensitizing Agents QTc Prolonging Agents Quinolines Quinolone Antimicrobial Quinolones Sensory Organs Topoisomerase II Inhibitors Topoisomerase Inhibitors
Cross-references: BindingDB: 21690 ChEBI: 192484 CHEMBL8 ChemSpider: 2662 Drugs Product Database (DPD): 93 C05349 D00186 PDB: CPF PharmGKB: PA449009 PubChem:2764 PubChem:46504733 RxCUI: 2551 Therapeutic Targets Database: DAP001360 Wikipedia: Ciprofloxacin ZINC: ZINC000000020220
Target Activities (6)
Target Gene Organism Category Pfam pChEMBL Type Source
Q02880 TOP2B Homo sapiens Human PF00204 PF00521 PF08070 PF02518 PF01751 PF16898 6.1 IC50 BindingDB
P33012 sbmC Escherichia coli (strain K12) Pathogen PF06445 6.6 IC50 BindingDB
Q47245 gyrA Escherichia coli Pathogen PF03989 PF00521 6.5 IC50 BindingDB
P0AES6 gyrB Escherichia coli (strain K12) Pathogen PF00204 PF00986 PF21249 PF18053 PF02518 PF01751 6.5 IC50 ChEMBL
P0C1S7 parE Staphylococcus aureus Pathogen PF00204 PF00986 PF02518 PF01751 6.3 IC50 ChEMBL
P0C1U9 parC Staphylococcus aureus Pathogen PF03989 PF00521 6.0 IC50 ChEMBL;BindingDB
DrugBank Target Actions (22)
Target Gene Target Name Action Type
P02768 ALB Albumin binder carriers
P05177 CYP1A2 Cytochrome P450 1A2 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P20815 CYP3A5 Cytochrome P450 3A5 inhibitor enzymes
P24462 CYP3A7 Cytochrome P450 3A7 inhibitor enzymes
B4YQT9 B4YQT9 Gyrase A inhibitor targets
P05653 P05653 DNA gyrase subunit A inhibitor targets
P0AES4 gyrA DNA gyrase subunit A inhibitor targets
P0C1U9 parC DNA topoisomerase 4 subunit A inhibitor targets
P11388 TOP2A DNA topoisomerase 2-alpha inhibitor targets
P12461 P12461 Thymidylate synthase inhibitor targets
P43700 P43700 DNA gyrase subunit A inhibitor targets
P43702 P43702 DNA topoisomerase 4 subunit A inhibitor targets
Q12809 KCNH2 Voltage-gated inwardly rectifying potassium channel KCNH2 inhibitor targets
Q59192 Q59192 DNA topoisomerase 4 subunit B inhibitor targets
P0A0K8 gyrB DNA gyrase subunit B modulator targets
P20831 gyrA DNA gyrase subunit A modulator targets
C3T8E2 C3T8E2 Multidrug resistance protein MdtK substrate targets
Q86VL8 SLC47A2 Multidrug and toxin extrusion protein 2 inhibitor transporters
Q96FL8 SLC47A1 Multidrug and toxin extrusion protein 1 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 substrate transporters
Q96FL8 SLC47A1 Multidrug and toxin extrusion protein 1 substrate transporters