vapreotide   Click here for help

GtoPdb Ligand ID: 2054

Synonyms: BMY 41606 | CCRIS 6495 | RC 160 | RC-160 | Sanvar® | vapreotide acetate
Approved drug
vapreotide is an approved drug
Compound class: Peptide or derivative
Comment: Vapreotide is a synthetic cyclic octapeptide analogue of somatostatin (like octreotide). It acts as predominantly as a somatostatin receptor SSTR-2/SSTR-5 agonist.
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
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 NCCCCC1NC(=O)C(NC(=O)C(Cc2ccc(cc2)O)NC(=O)C(CSSCC(NC(=O)C(NC1=O)C(C)C)C(=O)NC(C(=O)N)Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccccc1)N)Cc1c[nH]c2c1cccc2
Isomeric SMILES CC(C)C1C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCCN)Cc1c[nH]c2ccccc12)Cc1ccc(cc1)O)NC(=O)C(Cc1ccccc1)N)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)N
InChI InChI=1S/C57H70N12O9S2/c1-32(2)49-57(78)68-48(55(76)64-44(50(60)71)26-35-28-61-41-16-8-6-14-38(35)41)31-80-79-30-47(67-51(72)40(59)24-33-12-4-3-5-13-33)56(77)65-45(25-34-19-21-37(70)22-20-34)53(74)66-46(27-36-29-62-42-17-9-7-15-39(36)42)54(75)63-43(52(73)69-49)18-10-11-23-58/h3-9,12-17,19-22,28-29,32,40,43-49,61-62,70H,10-11,18,23-27,30-31,58-59H2,1-2H3,(H2,60,71)(H,63,75)(H,64,76)(H,65,77)(H,66,74)(H,67,72)(H,68,78)(H,69,73)
InChI Key SWXOGPJRIDTIRL-UHFFFAOYSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
SST2 receptor Primary target of this compound Hs Agonist Full agonist 8.3 – 10.1 pKi - 1,3
⤷ pKi 8.3 – 10.1 [1,3]
SST2 receptor Rn Agonist Full agonist 9.1 pKi - 2
⤷ pKi 9.1 [2]
SST5 receptor Primary target of this compound Hs Agonist Full agonist 7.3 – 9.2 pKi - 1-6
⤷ pKi 7.3 – 9.2 [1-6]
SST5 receptor Rn Agonist Full agonist 8.2 pKi - 2
⤷ pKi 8.2 [2]
SST3 receptor Primary target of this compound Hs Agonist Full agonist 7.4 – 7.9 pKi - 1,3-4
⤷ pKi 7.4 – 7.9 [1,3-4]
SST2 receptor Mm Agonist Full agonist 6.1 – 9.2 pKi - 2
⤷ pKi 6.1 – 9.2 [2]
SST3 receptor Rn Agonist Full agonist 7.1 pKi - 2
⤷ pKi 7.1 [2]