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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

Sample Use Guides

3 mg in 1 ml of Water for Injection, 3 times daily for 7 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:40:41 GMT 2023
Edited
by admin
on Fri Dec 15 19:40:41 GMT 2023
Record UNII
I1679X069H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BRILACIDIN
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
N,N'-BIS(3-((5-(CARBAMIMIDOYLAMINO)PENTANOYL)AMINO(-2-((3R)-PYRROLIDIN-3-YLOXY)-5-(TRIFLUOROMETHYL)PHENYL)PYRIMIDINE-4,6-DICARBOXAMIDE
Common Name English
PMX-30063 FREE BASE
Code English
Brilacidin [WHO-DD]
Common Name English
4,6-PYRIMIDINEDICARBOXAMIDE, N4,N6-BIS(3-((5-((AMINOIMINOMETHYL)AMINO)-1-OXOPENTYL)AMINO)-2-((3R)-3-PYRROLIDINYLOXY)-5-(TRIFLUOROMETHYL)PHENYL)-
Common Name English
PMX30063 FREE BASE
Code English
brilacidin [INN]
Common Name English
BRILACIDIN [USAN]
Common Name English
Code System Code Type Description
NCI_THESAURUS
C169816
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
FDA UNII
I1679X069H
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID90153594
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
ChEMBL
CHEMBL2219413
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
WIKIPEDIA
Brilacidin
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
CAS
1224095-98-0
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
CAS
1236042-13-9
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
SUPERSEDED
SMS_ID
100000175132
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
PUBCHEM
25023695
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
DRUG BANK
DB12997
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
INN
9693
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
USAN
ZZ-16
Created by admin on Fri Dec 15 19:40:42 GMT 2023 , Edited by admin on Fri Dec 15 19:40:42 GMT 2023
PRIMARY
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