7-[(3R)-3-aminoazepan-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride

• ChemBase ID: 161973
• Molecular Formular: C19H22Cl2FN3O3
• Molecular Mass: 430.3006832
• Monoisotopic Mass: 429.10222516
• SMILES: C1CCCN(C[C@@H]1N)c1c(cc2c(c1Cl)n(cc(c2=O)C(=O)O)C1CC1)F.Cl
• Canonical SMILES: N[C@@H]1CCCCN(C1)c1c(F)cc2c(c1Cl)n(cc(c2=O)C(=O)O)C1CC1.Cl
• InChI: InChI=1S/C19H21ClFN3O3.ClH/c20-15-16-12(18(25)13(19(26)27)9-24(16)11-4-5-11)7-14(21)17(15)23-6-2-1-3-10(22)8-23;/h7,9-11H,1-6,8,22H2,(H,26,27);1H/t10-;/m1./s1
• InChIKey: PMQBICKXAAKXAY-HNCPQSOCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(3R)-3-aminoazepan-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
• IUPAC Traditional name: besifloxacin hydrochloride
• Synonyms: 7-[(3R)-3-Aminohexahydro-1H-azepin-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Hydrochloride; Besifloxacin Hydrochloride; Besifloxacin HCl (Besivance)

Database IDs

• CAS Number: 405165-61-9
• PubChem SID: 162256108
• PubChem CID: 10224595

CALCULATED PROPERTIES

• Acid pKa: 5.6438518
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.26323447
• LogD (pH = 7.4): 0.5429884
• Log P: 0.5411576
• Molar Refractivity: 101.7508 cm^3
• Polarizability: 37.86723 Å^3
• Polar Surface Area: 86.87 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol (Sparingly)
• Apperance: Pale Yellow Solid
• Melting Point: >210°C (dec.)

Safety Information

• Storage Condition: Refrigerator

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: HCl

DETAILS

Toronto Research Chemicals - B319000

A Fluoroquinolone antibiotic.

REFERENCES

• Ward, K., et al.: J. Oc. Pharmacol. Ther., 23, 243 (2007)
• Haas, W., et al.: Antimicrob. Ag. Chemother., 53, 3552 (2007)