TRH   Click here for help

GtoPdb Ligand ID: 2139

Synonyms: thyroliberin
Approved drug
TRH is an approved drug (FDA (1976))
Compound class: Endogenous peptide in human, mouse or rat
Comment: This structure matches the structure deposited with the INN record for protirelin, which is synthetic TRH.
Species: Human, Mouse, Rat
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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

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View more information in the IUPHAR Pharmacology Education Project: trh

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 O=C1CCC(N1)C(=O)NC(C(=O)N1CCCC1C(=O)N)Cc1nc[nH]c1
Isomeric SMILES O=C1CC[C@H](N1)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N)Cc1nc[nH]c1
InChI InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1
InChI Key XNSAINXGIQZQOO-SRVKXCTJSA-N
Classification Click here for help
Compound class Endogenous peptide in human, mouse or rat
Ligand families/groups Neuropeptides
Approved drug? Yes (FDA (1976))
IUPAC Name Click here for help
(2S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(3H-imidazol-4-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
3335 protirelin
Synonyms Click here for help
thyroliberin
Gene/Precursor Click here for help
Gene symbol Gene name Species Precursor protein name Synonyms
TRH thyrotropin releasing hormone Human thyrotropin-releasing hormone (Prothyroliberin) thyrotropin-releasing hormone
Trh thyrotropin releasing hormone Mouse thyrotropin-releasing hormone (Prothyroliberin) -
Trh thyrotropin releasing hormone Rat thyrotropin-releasing hormone (Prothyroliberin) prothyroliberin, THR, thyrotropin-releasing hormone, Thyrotropin releasing hormone, TRH01, Tryrotropin releasing hormone
Database Links Click here for help
Specialist databases
GPCRdb Ligand TRH
Other databases
CAS Registry No. 24305-27-9 (source: Scifinder)
ChEMBL Ligand CHEMBL1472
DrugCentral Ligand 2316
Ensembl Gene ENSMUSG00000005892 (Mm), ENSRNOG00000011824 (Rn), ENSG00000170893 (Hs)
GtoPdb PubChem SID 135651896
Human Protein Atlas ENSG00000170893 (Hs)
PubChem CID 638678
Search Google for chemical match using the InChIKey XNSAINXGIQZQOO-SRVKXCTJSA-N
Search Google for chemicals with the same backbone XNSAINXGIQZQOO
Search PubMed clinical trials protirelin
Search PubMed titles protirelin
Search PubMed titles/abstracts protirelin
UniChem Compound Search for chemical match using the InChIKey XNSAINXGIQZQOO-SRVKXCTJSA-N
UniChem Connectivity Search for chemical match using the InChIKey XNSAINXGIQZQOO-SRVKXCTJSA-N
UniProtKB Q62361 (Mm), P01150 (Rn), P20396 (Hs)
Wikipedia Thyrotropin-releasing_hormone