ciprofloxacin   Click here for help

GtoPdb Ligand ID: 10902

Synonyms: BAY-O-9867 | BAY-O9867 | Cetraxal® | Ciloxan® | Cipro® | CPFX | Proquin XR
Approved drug PDB Ligand
ciprofloxacin is an approved drug (FDA (1987))
Compound class: Synthetic organic
Comment: Ciprofloxacin is a synthetic, broad spectrum second generation fluoroquinolone antibiotic.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 74.57
Molecular weight 331.13
XLogP 3.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1cc2c(cc1N1CCNCC1)n(cc(c2=O)C(=O)O)C1CC1
Isomeric SMILES Fc1cc2c(cc1N1CCNCC1)n(cc(c2=O)C(=O)O)C1CC1
InChI InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
InChI Key MYSWGUAQZAJSOK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1987))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
5446 ciprofloxacin
Synonyms Click here for help
BAY-O-9867 | BAY-O9867 | Cetraxal® | Ciloxan® | Cipro® | CPFX | Proquin XR
Database Links Click here for help
BindingDB Ligand 21690
CAS Registry No. 85721-33-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL8
DrugBank Ligand DB00537
DrugCentral Ligand 659
GtoPdb PubChem SID 405560343
PubChem CID 2764
RCSB PDB Ligand CPF
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