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argiotoxin   Click here for help

GtoPdb Ligand ID: 4138

Synonyms: argiotoxin 636
PDB Ligand
Compound class: Natural product
Comment: The structure shown here is representative of the argiotoxin group of compounds which are polyamine toxins extracted from the orb-weaver spider (Araneus gemma and Argiope lobata).

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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 14
Hydrogen bond donors 11
Rotatable bonds 28
Topological polar surface area 285.33
Molecular weight 636.41
XLogP -2.31
No. Lipinski's rules broken 3

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 NC(=NCCCC(C(=O)NCCCNCCCNCCCCCNC(=O)C(NC(=O)Cc1ccc(cc1O)O)CC(=O)N)N)N
Isomeric SMILES NC(=NCCC[C@@H](C(=O)NCCCNCCCNCCCCCNC(=O)[C@@H](NC(=O)Cc1ccc(cc1O)O)CC(=O)N)N)N
InChI InChI=1S/C29H52N10O6/c30-22(7-4-15-38-29(32)33)27(44)36-16-6-13-35-12-5-11-34-10-2-1-3-14-37-28(45)23(19-25(31)42)39-26(43)17-20-8-9-21(40)18-24(20)41/h8-9,18,22-23,34-35,40-41H,1-7,10-17,19,30H2,(H2,31,42)(H,36,44)(H,37,45)(H,39,43)(H4,32,33,38)/t22-,23-/m0/s1
InChI Key FTNICLJXPYLDAH-GOTSBHOMSA-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 Natural product
IUPAC Name Click here for help
(2S)-N-(5-{[3-({3-[(2S)-2-amino-5-[(diaminomethylidene)amino]pentanamido]propyl}amino)propyl]amino}pentyl)-2-[2-(2,4-dihydroxyphenyl)acetamido]butanediamide
Synonyms Click here for help
argiotoxin 636
Database Links Click here for help
CAS Registry No. 105029-41-2 (source: Scifinder)
ChEMBL Ligand CHEMBL1098240
GtoPdb PubChem SID 178100960
PubChem CID 122294
RCSB PDB Ligand LU7
Search Google for chemical match using the InChIKey FTNICLJXPYLDAH-GOTSBHOMSA-N
Search Google for chemicals with the same backbone FTNICLJXPYLDAH
UniChem Compound Search for chemical match using the InChIKey FTNICLJXPYLDAH-GOTSBHOMSA-N
UniChem Connectivity Search for chemical match using the InChIKey FTNICLJXPYLDAH-GOTSBHOMSA-N
Wikipedia Argiotoxin

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MedChemExpress
Argiotoxin 636 (links to external site)
Cat. No. HY-169871
(Same InChi Key)