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/)
References
1. Beckers T, Bernd M, Kutscher B, Kühne R, Hoffmann S, Reissmann T. (2001)
Structure-function studies of linear and cyclized peptide antagonists of the GnRH receptor.
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An overview of glutaminyl cyclase inhibitors for Alzheimer's disease.
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N-terminal pyroglutamate formation in CX3CL1 is essential for its full biologic activity.
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6. Kuphal D, Janovick JA, Kaiser UB, Chin WW, Conn PM. (1994)
Stable transfection of GH3 cells with rat gonadotropin-releasing hormone receptor complementary deoxyribonucleic acid results in expression of a receptor coupled to cyclic adenosine 3',5'-monophosphate-dependent prolactin release via a G-protein.
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A novel mammalian receptor for the evolutionarily conserved type II GnRH.
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9. Millar RP, Lu ZL, Pawson AJ, Flanagan CA, Morgan K, Maudsley SR. (2004)
Gonadotropin-releasing hormone receptors.
Endocr Rev, 25 (2): 235-75. [PMID:15082521]
10. Nederpelt I, Georgi V, Schiele F, Nowak-Reppel K, Fernández-Montalván AE, IJzerman AP, Heitman LH. (2016)
Characterization of 12 GnRH peptide agonists - a kinetic perspective.
Br J Pharmacol, 173 (1): 128-41. [PMID:26398856]
11. Nederpelt I, Vergroesen RD, IJzerman AP, Heitman LH. (2016)
Persistent GnRH receptor activation in pituitary αT3-1 cells analyzed with a label-free technology.
Biosens Bioelectron, 79: 721-7. [PMID:26774084]
12. Reinhart J, Mertz LM, Catt KJ. (1992)
Molecular cloning and expression of cDNA encoding the murine gonadotropin-releasing hormone receptor.
J Biol Chem, 267 (30): 21281-4. [PMID:1328228]
13. Struthers RS, Xie Q, Sullivan SK, Reinhart GJ, Kohout TA, Zhu YF, Chen C, Liu XJ, Ling N, Yang W et al.. (2007)
Pharmacological characterization of a novel nonpeptide antagonist of the human gonadotropin-releasing hormone receptor, NBI-42902.
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14. Van Manh N, Hoang VH, Ngo VTH, Ann J, Jang TH, Ha JH, Song JY, Ha HJ, Kim H, Kim YH et al.. (2021)
Discovery of highly potent human glutaminyl cyclase (QC) inhibitors as anti-Alzheimer's agents by the combination of pharmacophore-based and structure-based design.
Eur J Med Chem, 226: 113819. [PMID:34536669]
15. Zhang Y, Wang Y, Zhao Z, Peng W, Wang P, Xu X, Zhao C. (2022)
Glutaminyl cyclases, the potential targets of cancer and neurodegenerative diseases.
Eur J Pharmacol, 931: 175178. [PMID:35948163]