Trovafloxacin hydrochlorideProduct ingredient for Trovafloxacin
- Name
- Trovafloxacin hydrochloride
- Drug Entry
- Trovafloxacin
Trovafloxacin is a broad spectrum antibiotic that has been commonly marketed under the brand name Trovan by Pfizer. It exerts its antibacterial activity by inhibiting the uncoiling of supercoiled DNA in various bacteria by blocking the activity of DNA gyrase and topoisomerase IV. It was shown to be more effective against Gram-positive bacteria than Gram-negative bacteria when compared to previous fluoroquinolones. Due to its hepatotoxic potential, trovafloxacin was withdrawn from the market.
- Accession Number
- DBSALT002327
- Structure
Structure for Trovafloxacin hydrochloride (DBSALT002327)
- Synonyms
- Not Available
- UNII
- 546454T03O
- CAS Number
- 146961-34-4
- Weight
- Average: 452.82
Monoisotopic: 452.0863026 - Chemical Formula
- C20H16ClF3N4O3
- InChI Key
- VOYNIHWZMLJQHF-AHZSKCOESA-N
- InChI
- InChI=1S/C20H15F3N4O3.ClH/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24;/h1-4,7,10-11,16H,5-6,24H2,(H,29,30);1H/t10-,11+,16+;
- IUPAC Name
- 7-[(1R,5S,6S)-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid hydrochloride
- SMILES
- Cl.N[C@H]1[C@@H]2CN(C[C@H]12)C1=C(F)C=C2C(=O)C(=CN(C3=C(F)C=C(F)C=C3)C2=N1)C(O)=O
- External Links
- ChemSpider
- 32697717
- Predicted Properties
Property Value Source Water Solubility 0.0704 mg/mL ALOGPS logP 0.86 ALOGPS logP 0.14 Chemaxon logS -3.8 ALOGPS pKa (Strongest Acidic) 5.41 Chemaxon pKa (Strongest Basic) 9.44 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 99.76 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 101.04 m3·mol-1 Chemaxon Polarizability 38.14 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon