LB-100   Click here for help

GtoPdb Ligand ID: 11105

Synonyms: LB100
Compound class: Synthetic organic
Comment: LB-100 is a small molecule inhibitor of protein phosphatase 2A (PP2A) [3]. PP2A is a pivotal cellular switch that controls important events that impinge on cellular survival and death, such as cell cycle, apoptosis, and autophagy. PP2A acts on kinase substrates in a number of critical signal transduction pathways (including MAPK, Wnt, PI3K, NF&kappB, PKC, and Ca2+/calmodulin-dependent signalling pathways). PP2A is a validated oncology target. Studies have shown that LB-100 has anti-tumour activity [2] and can sensitise pancreatic cancer to chemotherapy [1] and radiotherapy [3].
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 CDK toolkit. 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 6
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 70.08
Molecular weight 268.14
XLogP -1.22
No. Lipinski's rules broken 0
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.

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Canonical SMILES CN1CCN(CC1)C(=O)C1[C@@H]2CC[C@H](C1C(=O)O)O2
Isomeric SMILES CN1CCN(CC1)C(=O)C1[C@@H]2CC[C@H](C1C(=O)O)O2
InChI InChI=1S/C13H20N2O4/c1-14-4-6-15(7-5-14)12(16)10-8-2-3-9(19-8)11(10)13(17)18/h8-11H,2-7H2,1H3,(H,17,18)/t8-,9+,10?,11?/m0/s1
InChI Key JUQMLSGOTNKJKI-IZUQBHJASA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1R,4S)-3-(4-methylpiperazine-1-carbonyl)-7-oxabicyclo[2.2.1]heptane-2-carboxylic acid
Synonyms Click here for help
LB100
Database Links Click here for help
CAS Registry No. 1632032-53-1 (source: ChemIDplus)
ChEMBL Ligand CHEMBL4297300
GtoPdb PubChem SID 434122166
PubChem CID 45101433
Search Google for chemical match using the InChIKey JUQMLSGOTNKJKI-IZUQBHJASA-N
Search Google for chemicals with the same backbone JUQMLSGOTNKJKI
UniChem Compound Search for chemical match using the InChIKey JUQMLSGOTNKJKI-IZUQBHJASA-N
UniChem Connectivity Search for chemical match using the InChIKey JUQMLSGOTNKJKI-IZUQBHJASA-N