compound 3f [PMID: 7966163]   Click here for help

GtoPdb Ligand ID: 3116

Compound class: Synthetic organic
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 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.

✖
Hydrogen bond acceptors 14
Hydrogen bond donors 5
Rotatable bonds 26
Topological polar surface area 232.65
Molecular weight 798.35
XLogP 5.74
No. Lipinski's rules broken 3
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.

✖
Canonical SMILES CC(=O)OC(C(Cc1ccccc1)C)C(=C)CCC12OC(C(=O)O)C(C(O1)(C(C2O)OC(=O)CCCCCCCCCCOc1ccccc1)C(=O)O)(O)C(=O)O
Isomeric SMILES CC(=O)O[C@@H]([C@@H](Cc1ccccc1)C)C(=C)CCC12OC(C(=O)O)C(C(O1)([C@@H]([C@H]2O)OC(=O)CCCCCCCCCCOc1ccccc1)C(=O)O)(O)C(=O)O
InChI InChI=1S/C42H54O15/c1-27(33(54-29(3)43)28(2)26-30-18-12-10-13-19-30)23-24-40-34(45)35(42(57-40,39(50)51)41(52,38(48)49)36(56-40)37(46)47)55-32(44)22-16-8-6-4-5-7-9-17-25-53-31-20-14-11-15-21-31/h10-15,18-21,28,33-36,45,52H,1,4-9,16-17,22-26H2,2-3H3,(H,46,47)(H,48,49)(H,50,51)/t28-,33-,34-,35-,36?,40?,41?,42?/m1/s1
InChI Key MNIPVWXWSPXERA-IDNZQHFXSA-N

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
10-OBn-7α-F-gingkolide B
Click here for ligand page
Targets
PAF receptor
10-OBn-ginkgolide B
Click here for ligand page
Targets
PAF receptor
10-OBn-ginkgolide C
Click here for ligand page
Targets
PAF receptor
10-OBn-epi-ginkgolide C
Click here for ligand page
Targets
PAF receptor
7α-Cl-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7α-F-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7α-N3-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7α-NH2-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7α-NHEt-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7α-NHMe-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7α-OAc-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7α-OCOCH2Ph-ginkgolide B
Click here for ligand page
Targets
PAF receptor
7-epi-ginkgolide C
Click here for ligand page
Targets
PAF receptor
ginkgolide A
Click here for ligand page
Targets
Glycine Receptor (All subtypes); PAF receptor
ginkgolide B
Click here for ligand page
Targets
5-HT3A; 5-HT3AB; Glycine Receptor (All subtypes); PAF receptor; glycine receptor α1 subunit; glycine receptor α2 subunit; glycine receptor α3 subunit; glycine receptor β subunit
ginkgolide C
Click here for ligand page
Targets
Glycine Receptor (All subtypes); PAF receptor
ginkgolide J
Click here for ligand page
Targets
Glycine Receptor (All subtypes); PAF receptor
picrotoxinin
Click here for ligand page
Targets
5-HT3A; 5-HT3AB; TAS2R14; TAS2R46; Glycine Receptor (All subtypes); glycine receptor α1 subunit; glycine receptor α2 subunit; glycine receptor α3 subunit; glycine receptor β subunit
bilobalide
Click here for ligand page
Targets
5-HT3A; 5-HT3AB; Glycine Receptor (All subtypes); glycine receptor α1 subunit; glycine receptor α2 subunit; glycine receptor β subunit
zaragozic acid A
Click here for ligand page
Targets
squalene synthase
zaragozic acid C
Click here for ligand page
Targets
squalene synthase
compound 5d [PMID: 7966163]
Click here for ligand page
Targets
squalene synthase
compound 6c [PMID: 7966163]
Click here for ligand page
Targets
squalene synthase
compound 6d [PMID: 7966163]
Click here for ligand page
Targets
squalene synthase
compound 4e [PMID: 7966163]
Click here for ligand page
Targets
squalene synthase
compound 5d [PMID: 7966163]
Click here for ligand page
Targets
squalene synthase
compound 16a [Sharratt et al., 1994]
Click here for ligand page
Targets
squalene synthase
L-735021
Click here for ligand page
Targets
squalene synthase
compound 6g [PMID: 7966163]
Click here for ligand page
Targets
squalene synthase
picrotoxin
Click here for ligand page
Targets
5-HT3A; 5-HT3AB; GABAA receptor α4 subunit; GABAA receptor α5 subunit; GABAA receptor α6 subunit; GABAA receptor β1 subunit; GABAA receptor γ1 subunit; GABAA receptor γ3 subunit; GABAA receptor π subunit; GABAA receptor ρ1 subunit; GABAA receptor θ subunit; glycine receptor α1 subunit; glycine receptor α2 subunit; glycine receptor α3 subunit; glycine receptor β subunit... click on ligand to see complete list
1,9-dideoxyforskolin
Click here for ligand page
Targets
VRAC
picrotin
Click here for ligand page
Targets
glycine receptor α1 subunit; glycine receptor α2 subunit; glycine receptor α3 subunit; glycine receptor β subunit
carboxyatractyloside
Click here for ligand page
Targets
Mitochondrial adenine nucleotide translocator 1
forskolin
Click here for ligand page
NKH477
Click here for ligand page
zaragozic acid B
Click here for ligand page
Targets
squalene synthase
tirotundin
Click here for ligand page
Targets
Peroxisome proliferator-activated receptor-γ
tagitinin A
Click here for ligand page
Targets
Peroxisome proliferator-activated receptor-γ
compound 45 [PMID: 8709105]
Click here for ligand page
Targets
adenylyl cyclase 1
artemisinin
Click here for ligand page
Targets
null
FD1
Click here for ligand page
Targets
adenylyl cyclase 2
FD6
Click here for ligand page
Targets
adenylyl cyclase 5
stevioside
Click here for ligand page
Targets
TAS2R4
parthenolide
Click here for ligand page
Targets
TAS2R14; TAS2R8
grosheimin
Click here for ligand page
Targets
TAS2R43; TAS2R46
cantharidin
Click here for ligand page
Targets
protein phosphatase 1 catalytic subunit alpha; protein phosphatase 2 catalytic subunit alpha
oridonin
Click here for ligand page
Targets
AKT serine/threonine kinase 1; AKT serine/threonine kinase 2; NLRP3