Arbekacin sulfateProduct ingredient for Arbekacin

Name
Arbekacin sulfate
Drug Entry
Arbekacin

An semisynthetic aminoglycoside antibiotic. Often used for treatment of multi-resistant bacterial infection such as methicillin-resistant Staphylococcus aureus (MRSA).

Accession Number
DBSALT001108
Structure
Synonyms
Not Available
UNII
G7395HZ992
CAS Number
104931-87-5
Weight
Average: 650.7
Monoisotopic: 650.279271359
Chemical Formula
C22H46N6O14S
InChI Key
UTUVRPOLEMRKQC-XDJMXTNXSA-N
InChI
InChI=1S/C22H44N6O10.H2O4S/c23-4-3-12(30)20(34)28-11-5-10(26)18(37-21-9(25)2-1-8(6-24)35-21)17(33)19(11)38-22-16(32)14(27)15(31)13(7-29)36-22;1-5(2,3)4/h8-19,21-22,29-33H,1-7,23-27H2,(H,28,34);(H2,1,2,3,4)/t8-,9+,10-,11+,12-,13+,14-,15+,16+,17-,18+,19-,21+,22+;/m0./s1
IUPAC Name
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide; sulfuric acid
SMILES
OS(O)(=O)=O.NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O
ChemSpider
153319
ChEBI
31233
ChEMBL
CHEMBL3184482
Predicted Properties
PropertyValueSource
Water Solubility41.0 mg/mLALOGPS
logP-2.9ALOGPS
logP-6.9Chemaxon
logS-1.1ALOGPS
pKa (Strongest Acidic)12.49Chemaxon
pKa (Strongest Basic)9.99Chemaxon
Physiological Charge5Chemaxon
Hydrogen Acceptor Count15Chemaxon
Hydrogen Donor Count11Chemaxon
Polar Surface Area297.27 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity129.08 m3·mol-1Chemaxon
Polarizability56.59 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon