EXEPORFINIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C44H50N6O2
Molecular Weight	694.9068
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	2

SHOW SMILES / InChI

Structure Search

SMILES

C[N+](C)(C)CCCOC1=CC=C(C=C1)C2=C3C=CC(C=C4NC(C=C4)=C(C5=NC(C=C5)=CC6=CC=C2N6)C7=CC=C(OCCC[N+](C)(C)C)C=C7)=N3

InChI

InChIKey=KZTXNPVFWHWJSH-OPFFBBNOSA-N

InChI=1S/C44H50N6O2/c1-49(2,3)25-7-27-51-37-17-9-31(10-18-37)43-39-21-13-33(45-39)29-35-15-23-41(47-35)44(42-24-16-36(48-42)30-34-14-22-40(43)46-34)32-11-19-38(20-12-32)52-28-8-26-50(4,5)6/h9-24,29-30,45,48H,7-8,25-28H2,1-6H3/q+2/b33-29-,34-30-,35-29-,36-30-,43-39-,43-40-,44-41-,44-42-

HIDE SMILES / InChI

Molecular Formula	C44H52N6O2
Molecular Weight	696.9227
Charge	2
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20346634 | https://www.destinypharma.com/2018/03/15/destiny-pharma-announces-fda-fast-track-designation-for-lead-clinical-candidate-exeporfinium-chloride-xf-73/ | https://www.destinypharma.com/platform/xf-73-exeporfinium-chloride/

Exeporfinium (XF-73), a dicationic porphyrin derivative, is an antibacterial drug. Exeporfinium acts via a bacterial cell-surface mechanism that affects membrane permeability and integrity, leading to release of intracellular components and bacterial cell death, without lysis. Exeporfinium represents a broad-spectrum Gram-positive antibacterial drug. It also has activity against a number of Gram-negative bacteria. Exeporfinium has been granted Fast Track designation by the US FDA for the prevention of post-surgical staphylococcal infections such as Methicillin Resistant Staphylococcus aureus.

Originator

Approval Year

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Phase 2 study: 0.3 mL applications in each naris of 0.2% w/w exeporfinium (XF-73) nasal gel for a cumulative dose of 6.0 mg of XF-73.

Route of Administration: Nasal

In Vitro Use Guide

XF-73 was active [minimum inhibitory concentration (MIC) 0.25-4 mg/L] against all of the Gram-positive bacteria tested, irrespective of the antibiotic resistance profile of the isolates, suggesting that the mechanism of action of XF-73 is unique compared with the major antibiotic classes. Gram-negative activity was lower (MIC 1 mg/L to > 64 mg/L).

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:13:13 GMT 2023` Edited by `admin` on `Sat Dec 16 05:13:13 GMT 2023`
Record UNII	R41ECT47G6
Record Status	`Validated (UNII)`
Record Version