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Details

Stereochemistry ABSOLUTE
Molecular Formula C43H69N11O3
Molecular Weight 788.0799
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VOXVOGANAN

SMILES

CC(C)(C)C1=C(C[C@H](NC(=O)[C@@H](N)CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCCC2=CC=CC=C2)C3=C(N1)C(=CC(=C3)C(C)(C)C)C(C)(C)C

InChI

InChIKey=ZVOYWSKEBVVLGW-ZDCRTTOTSA-N
InChI=1S/C43H69N11O3/c1-41(2,3)27-23-28-29(35(43(7,8)9)54-34(28)30(24-27)42(4,5)6)25-33(53-36(55)31(44)17-13-20-50-39(45)46)38(57)52-32(18-14-21-51-40(47)48)37(56)49-22-19-26-15-11-10-12-16-26/h10-12,15-16,23-24,31-33,54H,13-14,17-22,25,44H2,1-9H3,(H,49,56)(H,52,57)(H,53,55)(H4,45,46,50)(H4,47,48,51)/t31-,32-,33-/m0/s1

HIDE SMILES / InChI

Molecular Formula C43H69N11O3
Molecular Weight 788.0799
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

LTX109 is a synthetic antimicrobial agent and is a potent fungicide that disturbs plasma membrane integrity in a sphingolipid dependent manner. LTX109 was in clinical phase II trials for topical treatment of infections of multiresistant bacterial strains. However, the further development of this drug apparently has been discontinued.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
A Phase I/IIa Study to Evaluate the Safety, Tolerability and Efficacy of Topical LTX-109 in Subjects Nasally Colonized With Methicillin-resistant/-Sensitive Staphylococcus Aureus (MRSA/MSSA). Ascending dose study. Start enrollment to group 1: 1% LTX-109/placebo, then group 2: 2% LTX-109/placebo and finally group 3: 5% LTX-109/placebo dosed in each nostril TID for 3 consecutive days.
Route of Administration: Topical
In Vitro Use Guide
LTX-109 demonstrated a MIC range of 2 to 4 μg/ml and dose-dependent rapid bactericidal activity against S. aureus.
Substance Class Chemical
Record UNII
HO813QDF65
Record Status Validated (UNII)
Record Version