octreotide   Click here for help

GtoPdb Ligand ID: 2055

Synonyms: DRG-0115 | Mycapssa® | Sandostatin® | SMS 201,995
Approved drug
octreotide is an approved drug (FDA (1988), EMA (2022))
Compound class: Peptide or derivative
Comment: Octreotide is a somatostatin mimetic.
As with many peptide molecules there is ambiguity around representations of the stereochemistry of octreotide. The chemical structure shown here does not specifiy stereochemistry and so may differ from representations on other chemical information resources in the Database Links table.
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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 NCCCCC1NC(=O)C(NC(=O)C(Cc2ccccc2)NC(=O)C(CSSCC(NC(=O)C(NC1=O)C(O)C)C(=O)NC(C(O)C)CO)NC(=O)C(Cc1ccccc1)N)Cc1c[nH]c2c1cccc2
Isomeric SMILES NCCCCC1NC(=O)C(NC(=O)C(Cc2ccccc2)NC(=O)C(CSSCC(NC(=O)C(NC1=O)C(O)C)C(=O)NC(C(O)C)CO)NC(=O)C(Cc1ccccc1)N)Cc1c[nH]c2c1cccc2
InChI InChI=1S/C49H66N10O10S2/c1-28(61)39(25-60)56-48(68)41-27-71-70-26-40(57-43(63)34(51)21-30-13-5-3-6-14-30)47(67)54-37(22-31-15-7-4-8-16-31)45(65)55-38(23-32-24-52-35-18-10-9-17-33(32)35)46(66)53-36(19-11-12-20-50)44(64)59-42(29(2)62)49(69)58-41/h3-10,13-18,24,28-29,34,36-42,52,60-62H,11-12,19-23,25-27,50-51H2,1-2H3,(H,53,66)(H,54,67)(H,55,65)(H,56,68)(H,57,63)(H,58,69)(H,59,64)
InChI Key DEQANNDTNATYII-UHFFFAOYSA-N
Classification Click here for help
Compound class Peptide or derivative
Approved drug? Yes (FDA (1988), EMA (2022))
IUPAC Name Click here for help
10-(4-aminobutyl)-19-[(2-amino-3-phenylpropanoyl)amino]-N-(1,3-dihydroxybutan-2-yl)-7-(1-hydroxyethyl)-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-16-(phenylmethyl)-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide
International Nonproprietary Names Click here for help
INN number INN
5656 octreotide
Synonyms Click here for help
DRG-0115 | Mycapssa® | Sandostatin® | SMS 201,995
Database Links Click here for help
Specialist databases
GPCRdb Ligand octreotide
Other databases
BindingDB Ligand 50175592
CAS Registry No. 83150-76-9 (source: Scifinder)
ChEMBL Ligand CHEMBL262746
DrugBank Ligand DB00104
GtoPdb PubChem SID 135652471
PubChem CID 383414
Search Google for chemical match using the InChIKey DEQANNDTNATYII-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DEQANNDTNATYII
Search PubMed clinical trials octreotide
Search PubMed titles octreotide
Search PubMed titles/abstracts octreotide
UniChem Compound Search for chemical match using the InChIKey DEQANNDTNATYII-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DEQANNDTNATYII-UHFFFAOYSA-N
Wikipedia Octreotide