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

verruculogen   Click here for help

GtoPdb Ligand ID: 14033

Synonyms: TR1 toxin
PDB Ligand
Compound class: Natural product
Comment: Verruculogen is a mycotoxic alkaloid isolated from Penicillium and Aspergillus species. It has tremorgenic action in animals.
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species
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 10
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 112.01
Molecular weight 511.57
XLogP 2.31
No. Lipinski's rules broken 1

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@@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(C)(C)OO1)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C
Isomeric SMILES CC(=C[C@@H]1N2C3=C(C=CC(=C3)OC)C4=C2[C@H](CC(OO1)(C)C)N5C(=O)[C@@H]6CCCN6C(=O)[C@@]5([C@H]4O)O)C
InChI InChI=1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3/t17-,19-,20+,23-,27+/m0/s1
InChI Key LRXYHMMJJCTUMY-GWXUGYLUSA-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/)

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
cyclopiazonic acid
Click here for ligand page
beta-ergocriptine
Click here for ligand page
Targets
D5 receptor
vincamine
Click here for ligand page
Targets
M1 receptor; M2 receptor; M3 receptor; M4 receptor
dihydroergocryptine
Click here for ligand page
Targets
5-HT2B receptor; 5-HT7 receptor
dihydroergocristine
Click here for ligand page
Targets
5-HT6 receptor
α-ergocryptine
Click here for ligand page
Targets
5-HT6 receptor
ergotamine
Click here for ligand page
Targets
5-HT1D receptor; 5-HT1F receptor; 5-HT2A receptor; 5-HT2B receptor; 5-HT2C receptor; 5-HT5A receptor; 5-HT6 receptor; 5-HT7 receptor; 5-ht1e receptor
dihydroergotamine
Click here for ligand page
Targets
5-HT1B receptor; 5-HT1D receptor; 5-HT1F receptor; 5-HT6 receptor; 5-HT7 receptor; 5-ht1e receptor
bromocriptine
Click here for ligand page
Targets
α2A-adrenoceptor; α2B-adrenoceptor; α2C-adrenoceptor; 5-HT1A receptor; 5-HT1B receptor; 5-HT1D receptor; 5-HT2A receptor; 5-HT2B receptor; 5-HT6 receptor; 5-HT7 receptor; D2 receptor; D3 receptor; D4 receptor