7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 121447
• Molecular Formular: C17H17ClFN3O3
• Molecular Mass: 365.7865832
• Monoisotopic Mass: 365.09424732
• SMILES: n1(c2c(c(=O)c(c1)C(=O)O)cc(c(c2Cl)N1CC(CC1)N)F)C1CC1
• Canonical SMILES: NC1CCN(C1)c1c(F)cc2c(c1Cl)n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C17H17ClFN3O3/c18-13-14-10(5-12(19)15(13)21-4-3-8(20)6-21)16(23)11(17(24)25)7-22(14)9-1-2-9/h5,7-9H,1-4,6,20H2,(H,24,25)
• InChIKey: QGPKADBNRMWEQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: clinafloxacin
• Synonyms: Clinafloxacin (PD127391); 7-(3-aminopyrrolidin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; 7-(3-Amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Hydrochloride; M 1091; CI 960; KR 11095; Clinafloxacin Hydrochloride

Database IDs

• CAS Number: 105956-99-8; 105956-97-6
• PubChem SID: 162215800
• PubChem CID: 60063

CALCULATED PROPERTIES

• Acid pKa: 5.6438313
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.6981428
• LogD (pH = 7.4): -0.4184696
• Log P: -0.42088926
• Molar Refractivity: 92.5052 cm^3
• Polarizability: 34.219612 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: 162-168°C

Safety Information

• Storage Condition: Refrigerator

Pharmacology Properties

• Target: Others

Product Information

• Purity: 95+%
• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - C579000

A new fluoroquinolone antimicrobial agent as a potent intraphagocytic bactericidal agent for both gram-positive and gram-negative bacteria.

REFERENCES

• Phillips, G., et al.: J. Antimicrob. Chemother., 26, 783 (1990)
• Robertson, D., et al.: Toxicol. Appl. Pharmacol., 111, 221 (1990)
• Torniainen, K., et al.: J. Pharm. Biomed. Anal., 15, 887 (1990)