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Details

Stereochemistry ABSOLUTE
Molecular Formula C40H50F6N14O6
Molecular Weight 936.9056
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BRILACIDIN

SMILES

NC(=N)NCCCCC(=O)NC1=CC(=CC(NC(=O)C2=CC(=NC=N2)C(=O)NC3=C(O[C@@H]4CCNC4)C(NC(=O)CCCCNC(N)=N)=CC(=C3)C(F)(F)F)=C1O[C@@H]5CCNC5)C(F)(F)F

InChI

InChIKey=QPDYBCZNGUJZDK-DNQXCXABSA-N
InChI=1S/C40H50F6N14O6/c41-39(42,43)21-13-25(57-31(61)5-1-3-9-53-37(47)48)33(65-23-7-11-51-18-23)27(15-21)59-35(63)29-17-30(56-20-55-29)36(64)60-28-16-22(40(44,45)46)14-26(34(28)66-24-8-12-52-19-24)58-32(62)6-2-4-10-54-38(49)50/h13-17,20,23-24,51-52H,1-12,18-19H2,(H,57,61)(H,58,62)(H,59,63)(H,60,64)(H4,47,48,53)(H4,49,50,54)/t23-,24-/m1/s1

HIDE SMILES / InChI

Molecular Formula C40H50F6N14O6
Molecular Weight 936.9056
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Brilacidin (formerly PMX-30063) is a polymer-based antibiotic and an investigational new drug, that was studied in human clinical trials, and represents a new class of antibiotics called host defense protein mimetics. Brilacidin is an antibiotic that works by disrupting bacterial cell membranes, mimicking defensins that play a role in innate immunity. Brilacidin has shown great efficacy in phase II clinical trials against acute Staphylococcus aureus skin and skin structure infections, comparable to that of the lipopeptidic drug daptomycin, which is currently used clinically to treat drug-resistant staph infections. Brilacidin also has potent broad-spectrum activity in vitro against several other Gram-positive and Gram-negative pathogenic bacteria, including several multidrug-resistant strains.

Originator

Approval Year

Sample Use Guides

In Vivo Use Guide
3 mg in 1 ml of Water for Injection, 3 times daily for 7 weeks
Route of Administration: Oral
Substance Class Chemical
Record UNII
I1679X069H
Record Status Validated (UNII)
Record Version