Polymyxin B sulfateProduct ingredient for Polymyxin B

Name
Polymyxin B sulfate
Drug Entry
Polymyxin B

Polymyxin B was discovered in the 1940s5. They are basic polypeptides of about eight amino acids and have cationic detergent action on cell membranes4. Polymyxin B is used for infections with gram-negative organisms, but may be neurotoxic and nephrotoxic4,Label. All gram-positive bacteria, fungi, and the gram-negative cocci, are resistant4. It is appropriate for treatment of infections of the urinary tract, meninges, and blood stream, caused by susceptible strains of Pseudomonas aeruginosaLabel. Polymyxin B has a narrow therapeutic index and so its use is limited and unlikely to be used first line5.

Accession Number
DBSALT002841  (DB14742)
Structure
Thumb
Synonyms
Polymixin B sulfate / Polymixin B, sulfate / Polymixin B, sulphate / Polymyxin B sulphate
UNII
19371312D4
CAS Number
1405-20-5
Weight
Average: 1301.57
Monoisotopic: 1300.717306998
Chemical Formula
C56H100N16O17S
InChI Key
HFMDLUQUEXNBOP-OLYKAHIFSA-N
InChI
InChI=1S/C56H98N16O13.H2O4S/c1-7-32(4)13-11-12-16-44(75)63-36(17-23-57)51(80)72-46(34(6)74)56(85)68-39(20-26-60)48(77)67-41-22-28-62-55(84)45(33(5)73)71-52(81)40(21-27-61)65-47(76)37(18-24-58)66-53(82)42(29-31(2)3)69-54(83)43(30-35-14-9-8-10-15-35)70-49(78)38(19-25-59)64-50(41)79;1-5(2,3)4/h8-10,14-15,31-34,36-43,45-46,73-74H,7,11-13,16-30,57-61H2,1-6H3,(H,62,84)(H,63,75)(H,64,79)(H,65,76)(H,66,82)(H,67,77)(H,68,85)(H,69,83)(H,70,78)(H,71,81)(H,72,80);(H2,1,2,3,4)/t32?,33-,34-,36+,37+,38-,39+,40+,41+,42+,43-,45+,46+;/m1./s1
IUPAC Name
N-[(1S)-3-amino-1-{[(1S,2R)-1-{[(1S)-3-amino-1-{[(3S,6S,9S,12S,15R,18R,21S)-6,9,18-tris(2-aminoethyl)-15-benzyl-3-[(1R)-1-hydroxyethyl]-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl]carbamoyl}propyl]carbamoyl}-2-hydroxypropyl]carbamoyl}propyl]-6-methyloctanamide; sulfuric acid
SMILES
OS(O)(=O)=O.[H][[email protected]]1(NC(=O)[[email protected]](CCN)NC(=O)[[email protected]](CCN)NC(=O)[[email protected]](CC(C)C)NC(=O)[[email protected]@H](CC2=CC=CC=C2)NC(=O)[[email protected]@H](CCN)NC(=O)[[email protected]](CCNC1=O)NC(=O)[[email protected]](CCN)NC(=O)[[email protected]@H](NC(=O)[[email protected]](CCN)NC(=O)CCCCC(C)CC)[[email protected]@H](C)O)[[email protected]@H](C)O
Human Metabolome Database
HMDB0014919
KEGG Drug
D01066
KEGG Compound
C11613
PubChem Compound
4868
PubChem Substance
46507302
ChemSpider
25049327
ChEMBL
CHEMBL1200626
Therapeutic Targets Database
DAP001323
PharmGKB
PA451027
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Polymyxin_B
Predicted Properties
PropertyValueSource
Water Solubility0.0744 mg/mLALOGPS
logP-0.89ALOGPS
logP-7.2ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)11.57ChemAxon
pKa (Strongest Basic)10.23ChemAxon
Physiological Charge5ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count18ChemAxon
Polar Surface Area490.66 Å2ChemAxon
Rotatable Bond Count29ChemAxon
Refractivity313.22 m3·mol-1ChemAxon
Polarizability127.49 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon