pentagastrin   Click here for help

GtoPdb Ligand ID: 870

Synonyms: AY-6608 | ICI-50123 | Peptavlon®
Approved drug
pentagastrin is an approved drug (FDA (1974))
Compound class: Peptide or derivative
Comment: There seems to be some disagreement surrounding the exact chemical structure and stereochemistry of pentagastrin, with the alternative representation being CHEMBL1328, which corresponds to CID 9853654.
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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.

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View interactive charts of activity data across species
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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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.

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Canonical SMILES CSCCC(C(=O)NC(C(=O)NC(C(=O)N)Cc1ccccc1)CC(=O)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CCNC(=O)OCC(C)C
Isomeric SMILES CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)CC(=O)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)CCNC(=O)OCC(C)C
InChI InChI=1S/C37H49N7O9S/c1-22(2)21-53-37(52)39-15-13-31(45)41-29(18-24-20-40-26-12-8-7-11-25(24)26)35(50)42-27(14-16-54-3)34(49)44-30(19-32(46)47)36(51)43-28(33(38)48)17-23-9-5-4-6-10-23/h4-12,20,22,27-30,40H,13-19,21H2,1-3H3,(H2,38,48)(H,39,52)(H,41,45)(H,42,50)(H,43,51)(H,44,49)(H,46,47)/t27-,28-,29-,30-/m0/s1
InChI Key ALXRNCVIQSDJAO-KRCBVYEFSA-N
Classification Click here for help
Compound class Peptide or derivative
Approved drug? Yes (FDA (1974))
IUPAC Name Click here for help
(3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-(2-methylpropoxycarbonylamino)propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid
International Nonproprietary Names Click here for help
INN number INN
2387 pentagastrin
Synonyms Click here for help
AY-6608 | ICI-50123 | Peptavlon®
Database Links Click here for help
Specialist databases
GPCRdb Ligand pentagastrin
Other databases
CAS Registry No. 5534-95-2
DrugBank Ligand DB00183
GtoPdb PubChem SID 135652381
PubChem CID 444007
Search Google for chemical match using the InChIKey ALXRNCVIQSDJAO-KRCBVYEFSA-N
Search Google for chemicals with the same backbone ALXRNCVIQSDJAO
Search PubMed clinical trials pentagastrin
Search PubMed titles pentagastrin
Search PubMed titles/abstracts pentagastrin
UniChem Compound Search for chemical match using the InChIKey ALXRNCVIQSDJAO-KRCBVYEFSA-N
UniChem Connectivity Search for chemical match using the InChIKey ALXRNCVIQSDJAO-KRCBVYEFSA-N
Wikipedia Pentagastrin