Alatrofloxacin mesylateProduct ingredient for Alatrofloxacin

Name
Alatrofloxacin mesylate
Drug Entry
Alatrofloxacin

Alatrofloxacin is a fluoroquinolone antibiotic developed by Pfizer, delivered as a mesylate salt. It was withdrawn from the U.S. market in 2001.

Accession Number
DBSALT001331
Structure
Synonyms
Alatrofloxacin mesilate
External IDs
517-27 / CP-116 / CP-116,517-27 / CP-11651727
UNII
2IXX802851
CAS Number
157605-25-9
Weight
Average: 654.62
Monoisotopic: 654.171967581
Chemical Formula
C27H29F3N6O8S
InChI Key
CYETUYYEVKNSHZ-LGOOQLFJSA-N
InChI
InChI=1S/C26H25F3N6O5.CH4O3S/c1-10(30)24(37)31-11(2)25(38)32-20-14-7-34(8-15(14)20)23-18(29)6-13-21(36)16(26(39)40)9-35(22(13)33-23)19-4-3-12(27)5-17(19)28;1-5(2,3)4/h3-6,9-11,14-15,20H,7-8,30H2,1-2H3,(H,31,37)(H,32,38)(H,39,40);1H3,(H,2,3,4)/t10-,11-,14-,15+,20+;/m0./s1
IUPAC Name
7-[(1R,5S,6S)-6-[(2S)-2-[(2S)-2-aminopropanamido]propanamido]-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; methanesulfonic acid
SMILES
CS(O)(=O)=O.[H][C@@]12CN(C[C@]1([H])[C@H]2NC(=O)[C@H](C)NC(=O)[C@H](C)N)C1=NC2=C(C=C1F)C(=O)C(=CN2C1=CC=C(F)C=C1F)C(O)=O
ChemSpider
10482292
ChEMBL
CHEMBL1200498
Wikipedia
Alatrofloxacin
Predicted Properties
PropertyValueSource
Water Solubility0.0388 mg/mLALOGPS
logP0.65ALOGPS
logP-0.83Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)5.41Chemaxon
pKa (Strongest Basic)8.09Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area157.96 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity135.64 m3·mol-1Chemaxon
Polarizability52.84 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon