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LM11A-31   Click here for help

GtoPdb Ligand ID: 13391

Synonyms: LM-11A-31
Compound class: Synthetic organic
Comment: LM11A-31 is a first-in-class orally available, brain-penetrant small molecule ligand of the nerve growth factor receptor (a.k.a. p75 neurotrophin receptor, p75NTR) [2]. It inhibits proNGF-induced cell death and promotes survival signalling in vitro. It has been assessed for activity in experimental models of brain and spinal cord injury [5,7,10-11] and neurodegenerative diseases [1,3-4,8-9,12].
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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Click here for structure editor
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 5
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 67.59
Molecular weight 243.35
XLogP -0.19
No. Lipinski's rules broken 0

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 CC[C@H](C)[C@@H](C(=O)NCCN1CCOCC1)N
Isomeric SMILES CC[C@H](C)[C@@H](C(=O)NCCN1CCOCC1)N
InChI InChI=1S/C12H25N3O2/c1-3-10(2)11(13)12(16)14-4-5-15-6-8-17-9-7-15/h10-11H,3-9,13H2,1-2H3,(H,14,16)/t10-,11-/m0/s1
InChI Key YNMUTYLWSRFTPX-QWRGUYRKSA-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
IUPAC Name Click here for help
(2S,3S)-2-amino-3-methyl-N-(2-morpholin-4-ylethyl)pentanamide
Synonyms Click here for help
LM-11A-31
Database Links Click here for help
GtoPdb PubChem SID 496703361
PubChem CID 18604758
Search Google for chemical match using the InChIKey YNMUTYLWSRFTPX-QWRGUYRKSA-N
Search Google for chemicals with the same backbone YNMUTYLWSRFTPX
UniChem Compound Search for chemical match using the InChIKey YNMUTYLWSRFTPX-QWRGUYRKSA-N
UniChem Connectivity Search for chemical match using the InChIKey YNMUTYLWSRFTPX-QWRGUYRKSA-N