GnRH I   Click here for help

GtoPdb Ligand ID: 1162

Synonyms: GnRH | gonadoliberin | gonadotropin releasing hormone | LH-RH (LHRH)
Compound class: Endogenous peptide in human, mouse or rat
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: gnrh

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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES OCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NCC(=O)N)CC(C)C)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCC(=O)N1)Cc1[nH]cnc1
Isomeric SMILES OCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NCC(=O)N)CC(C)C)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCC(=O)N1)Cc1[nH]cnc1
InChI InChI=1S/C60H73N15O13/c1-32(2)20-47(60(88)75-19-7-12-49(75)59(87)65-28-50(61)78)73-55(83)44(22-34-25-63-40-10-5-3-8-38(34)40)69-52(80)29-66-53(81)43(21-33-13-15-37(77)16-14-33)70-58(86)48(30-76)74-56(84)45(23-35-26-64-41-11-6-4-9-39(35)41)71-57(85)46(24-36-27-62-31-67-36)72-54(82)42-17-18-51(79)68-42/h3-6,8-11,13-16,25-27,31-32,42-49,63-64,76-77H,7,12,17-24,28-30H2,1-2H3,(H2,61,78)(H,62,67)(H,65,87)(H,66,81)(H,68,79)(H,69,80)(H,70,86)(H,71,85)(H,72,82)(H,73,83)(H,74,84)
InChI Key NMJREATYWWNIKX-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Natural/Endogenous Targets
Target
GnRH1 receptor
GnRH2 receptor
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GnRH1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.7 – 8.5 pKd - 10
⤷ pKd 7.7 – 8.5 (Kd 2.2x10-8 – 2.9x10-9 M) [10]
GnRH1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.3 – 8.4 pKi - 1,10,13
⤷ pKi 7.9 – 8.4 (Ki 1.3x10-8 – 4x10-9 M) [10]
pKi 7.3 – 8.4 [1,13]
GnRH1 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 6.8 pKi - 1
⤷ pKi 6.8 [1]
GnRH1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 10.0 pEC50 - 11
⤷ pEC50 10.0 (EC50 1x10-10 M) [11]
GnRH1 receptor Ligand is endogenous in the given species Mm Agonist Full agonist 7.8 – 7.9 pEC50 - 11
⤷ pEC50 7.8 – 7.9 (EC50 1.7x10-8 – 1.2x10-8 M) [11]
GnRH1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 8.6 pIC50 - 7
⤷ pIC50 8.6 [7]
GnRH1 receptor Ligand is endogenous in the given species Mm Agonist Full agonist 8.3 pIC50 - 12
⤷ pIC50 8.3 [12]
GnRH1 receptor Ligand is endogenous in the given species Rn Agonist Full agonist 7.7 pIC50 - 6
⤷ pIC50 7.7 [6]
GnRH2 receptor Monkey Agonist Full agonist 7.4 pIC50 - 8-9
⤷ pIC50 7.4 (IC50 4.26x10-8 M) [8-9]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Potency order of endogenous ligands at GnRH1 receptor GnRH I (GNRH1, P01148) > GnRH II (GNRH2, O43555) 9
Potency order of endogenous ligands at GnRH2 receptor GnRH II (GNRH2, O43555) > GnRH I (GNRH1, P01148) 8
Targets where the ligand is described in the comment field
Target Comment
glutaminyl-peptide cyclotransferase This glutaminyl cyclase is a soluble enzyme (soluble QC, or sQC) that catalyses post-translational pyroglutamation (cyclization of N-terminal glutamine) of substrate proteins such as CCL2 (CCL2, P13500) and CX3CL1 (CX3CL1, P78423) and a number of neuroendocrine peptides (e.g. TRH (TRH, P20396) and GnRH I (GNRH1, P01148)) [5]. Pyroglutamation is known to enhance protein stability and bioactive conformation, and dysregulated pyroglutamation has been associated with human diseases, including neurodegeneratrive diseases and cancer [3-4,14-15]. Selective inhibitors are proposed to reduce post-translational pyroglutamate modification of amyloid-β that is associated with amyloid-β neurotoxicity [2].
Ligand mentioned in the following text fields
Gonadotrophin-releasing hormone receptors overview
Gonadotrophin-releasing hormone receptors comments