GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

voxvoganan   Click here for help

GtoPdb Ligand ID: 13759

Synonyms: AMC-109 | LTX 109 | LTX-109 | Lytixar®
Compound class: Synthetic organic
Comment: Voxvoganan is the clinical lead from a series of synthetic antimicrobial peptidomimetics (SAMPs) with Gram-positive and Gram-negative antibacterial activity [1-2].
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 14
Hydrogen bond donors 9
Rotatable bonds 24
Topological polar surface area 254.15
Molecular weight 788.08
XLogP 3.79
No. Lipinski's rules broken 4

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES CC(C)(C)C1=CC2=C(C(=C1)C(C)(C)C)NC(=C2C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCCC3=CC=CC=C3)NC(=O)[C@H](CCCN=C(N)N)N)C(C)(C)C
Isomeric SMILES CC(C)(C)C1=CC2=C(C(=C1)C(C)(C)C)NC(=C2C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCCC3=CC=CC=C3)NC(=O)[C@H](CCCN=C(N)N)N)C(C)(C)C
InChI 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
InChI Key ZVOYWSKEBVVLGW-ZDCRTTOTSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
12025 voxvoganan
Synonyms Click here for help
AMC-109 | LTX 109 | LTX-109 | Lytixar®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo LTX-109
Other databases
CAS Registry No. 1166254-80-3 (source: Scifinder)
ChEBI CHEBI:77752
ChEMBL Ligand CHEMBL1817968
DrugBank Ligand DB12711
GtoPdb PubChem SID 507750392
PubChem CID 25242323
Search Google for chemical match using the InChIKey ZVOYWSKEBVVLGW-ZDCRTTOTSA-N
Search Google for chemicals with the same backbone ZVOYWSKEBVVLGW
Search PubMed clinical trials voxvoganan
Search PubMed titles voxvoganan
Search PubMed titles/abstracts voxvoganan
UniChem Compound Search for chemical match using the InChIKey ZVOYWSKEBVVLGW-ZDCRTTOTSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZVOYWSKEBVVLGW-ZDCRTTOTSA-N