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FG-2101   Click here for help

GtoPdb Ligand ID: 13854

Compound class: Synthetic organic
Comment: FG-2101 is a non-hydroxamate antibacterial candidate designed to selectively inhibit bacterial UDP-3-O-acyl-N-acetylglucosamine deacetylase (LpxC) and it is one of the compounds claimed in Blacksmith Medicine's patent WO2023055686A1 [2]. FG-2101 is being developed for intravenous and oral routes of administration to treat Gram-negative bacteria infections. The name to structure was confirmed during the 'First Time disclosures' session at the ACS Spring 2025 meeting in San Diego.
2D Structure
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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.

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Physico-chemical Properties
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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.

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Hydrogen bond acceptors 11
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 157.53
Molecular weight 589.58
XLogP -0.22
No. Lipinski's rules broken 2

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
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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/)

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Canonical SMILES C(#CC1=CC=C(C=C1)[C@H](CC2=C(C(=O)NC=N2)OP(=O)(O)O)CN3CC(C#N)C3)C4=CC=C(C=C4)CN5CCOCC5
Isomeric SMILES C1COCCN1CC2=CC=C(C=C2)C#CC3=CC=C(C=C3)[C@H](CC4=C(C(=O)NC=N4)OP(=O)(O)O)CN5CC(C5)C#N
InChI InChI=1S/C30H32N5O6P/c31-16-25-18-35(19-25)20-27(15-28-29(41-42(37,38)39)30(36)33-21-32-28)26-9-7-23(8-10-26)2-1-22-3-5-24(6-4-22)17-34-11-13-40-14-12-34/h3-10,21,25,27H,11-15,17-20H2,(H,32,33,36)(H2,37,38,39)/t27-/m1/s1
InChI Key MTAPQGVXYZUOBV-HHHXNRCGSA-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/)
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel