N-[3-amino-1-({1-[(3-amino-1-{[6,9,18-tris(2-aminoethyl)-15-benzyl-3-(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

• ChemBase ID: 72659
• Molecular Formular: C56H100N16O17S
• Molecular Mass: 1301.5552
• Monoisotopic Mass: 1300.71730682
• SMILES: N1C(C(=O)NC(C(=O)NC(C(=O)NC(CCN)C(=O)NC(C(=O)NCCC(C(=O)NC(C1=O)CCN)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CCCCC(CC)C)CCN)C(O)C)CCN)C(O)C)CCN)CC(C)C)Cc1ccccc1.S(=O)(=O)(O)O
• Canonical SMILES: OS(=O)(=O)O.NCCC(C(=O)NC1CCNC(=O)C(NC(=O)C(CCN)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)CCN)Cc1ccccc1)CC(C)C)CCN)C(O)C)NC(=O)C(C(O)C)NC(=O)C(NC(=O)CCCCC(CC)C)CCN
• 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)
• InChIKey: HFMDLUQUEXNBOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-amino-1-({1-[(3-amino-1-{[6,9,18-tris(2-aminoethyl)-15-benzyl-3-(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
• IUPAC Traditional name: N-[3-amino-1-({1-[(3-amino-1-{[6,9,18-tris(2-aminoethyl)-15-benzyl-3-(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
• Synonyms: Aerosporin; PMB; Poly-RX; Polymyxin B sulphate

Database IDs

• CAS Number: 1405-20-5
• PubChem SID: 162037584
• PubChem CID: 5702105

CALCULATED PROPERTIES

• Acid pKa: 11.573131
• H Acceptors: 18
• H Donor: 18
• LogD (pH = 5.5): -22.212782
• LogD (pH = 7.4): -17.71875
• Log P: -7.249171
• Molar Refractivity: 313.2155 cm^3
• Polarizability: 124.05702 Å^3
• Polar Surface Area: 490.66 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: sulphate

DETAILS

Selleck Chemicals - S1395

Research Area: Infection
Biological Activity:
Polymyxin B is an antibiotic primarily used for resistant gram-negative infections. Polymyxins bind to the cell membrane and alter its structure making it more permeable. The resulting water uptake leads to cell death. They are cationic, basic proteins that act like detergents (surfactants). It is commonly used in the topical first-aid preparation Neosporin. [1]

REFERENCES

• http://www.rxlist.com/polymyxin-b-drug.htm