7-[(7S)-7-amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 129483
• Molecular Formular: C19H18ClF2N3O3
• Molecular Mass: 409.8143264
• Monoisotopic Mass: 409.10047557
• SMILES: F[C@H]1C[C@H]1n1cc(C(=O)O)c(=O)c2cc(F)c(c(Cl)c12)N1C[C@@H](N)C2(CC2)C1
• Canonical SMILES: F[C@H]1C[C@H]1n1cc(C(=O)O)c(=O)c2c1c(Cl)c(N1C[C@H](C3(C1)CC3)N)c(c2)F
• InChI: InChI=1S/C19H18ClF2N3O3/c20-14-15-8(17(26)9(18(27)28)5-25(15)12-4-10(12)21)3-11(22)16(14)24-6-13(23)19(7-24)1-2-19/h3,5,10,12-13H,1-2,4,6-7,23H2,(H,27,28)/t10-,12+,13+/m0/s1
• InChIKey: PNUZDKCDAWUEGK-CYZMBNFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(7S)-7-amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: sitafloxacin
• Synonyms: Sitafloxacin

Database IDs

• CAS Number: 127254-12-0
• PubChem SID: 162223776
• PubChem CID: 461399
• ATC CODE: J01MA21
• CHEMBL: 108821
• Chemspider ID: 405945
• Unique Ingredient Identifier: 3GJC60U4Q8
• Wikipedia Title: Sitafloxacin

CALCULATED PROPERTIES

• Acid pKa: 5.699729
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.46243346
• LogD (pH = 7.4): -0.1614805
• Log P: -0.16889024
• Molar Refractivity: 99.0881 cm^3
• Polarizability: 36.969666 Å^3
• Polar Surface Area: 86.87 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Rx-only