galanin   Click here for help

GtoPdb Ligand ID: 3592

Compound class: Endogenous peptide in human, mouse or rat
Species: Human
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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 NCCCCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CO)C(O)C)CC(C)C)CC(=O)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(CC(=O)N)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)CNC(=O)C(NC(=O)C(NC(=O)C(Cc1ccc(cc1)O)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CN)CC(C)C)CC(=O)N)CO)C)CC(C)C)CC(C)C)Cc1nc[nH]c1)C)Cc1nc[nH]c1)CCCN=C(N)N)CO)Cc1ccccc1)CO)CC(=O)O
Isomeric SMILES CC(C)C[C@H](NC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CN)[C@@H](C)O)C(C)C)C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)O)[C@@H](C)O
InChI InChI=1S/C139H210N42O43/c1-65(2)38-84(165-121(206)86(40-67(5)6)166-123(208)88(43-75-31-33-79(188)34-32-75)161-106(193)55-151-114(199)70(11)157-131(216)97(59-182)175-127(212)95(49-104(144)191)170-122(207)87(41-68(7)8)173-136(221)112(72(13)186)180-130(215)90(159-105(192)51-141)44-76-52-150-81-27-19-18-26-80(76)81)116(201)154-58-109(196)181-37-23-30-101(181)134(219)172-91(45-77-53-147-63-155-77)120(205)158-71(12)115(200)178-111(69(9)10)135(220)153-57-108(195)162-94(48-103(143)190)126(211)168-92(46-78-54-148-64-156-78)125(210)164-83(29-22-36-149-139(145)146)119(204)174-98(60-183)132(217)167-89(42-74-24-16-15-17-25-74)124(209)176-99(61-184)133(218)171-96(50-110(197)198)128(213)163-82(28-20-21-35-140)118(203)169-93(47-102(142)189)117(202)152-56-107(194)160-85(39-66(3)4)129(214)179-113(73(14)187)137(222)177-100(62-185)138(223)224/h15-19,24-27,31-34,52-54,63-73,82-101,111-113,150,182-188H,20-23,28-30,35-51,55-62,140-141H2,1-14H3,(H2,142,189)(H2,143,190)(H2,144,191)(H,147,155)(H,148,156)(H,151,199)(H,152,202)(H,153,220)(H,154,201)(H,157,216)(H,158,205)(H,159,192)(H,160,194)(H,161,193)(H,162,195)(H,163,213)(H,164,210)(H,165,206)(H,166,208)(H,167,217)(H,168,211)(H,169,203)(H,170,207)(H,171,218)(H,172,219)(H,173,221)(H,174,204)(H,175,212)(H,176,209)(H,177,222)(H,178,200)(H,179,214)(H,180,215)(H,197,198)(H,223,224)(H4,145,146,149)/t70-,71-,72+,73+,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,111-,112-,113-/m0/s1
InChI Key CBSXZYWGVAQSHI-RUKUCZSXSA-N
Natural/Endogenous Targets
Target
GAL1 receptor
GAL2 receptor
GAL3 receptor
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
GAL1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 9.1 – 10.5 pKi - 2,6-7,14
⤷ pKi 9.1 – 10.5 (Ki 8x10-10 – 3.1x10-11 M) [2,6-7,14]
GAL1 receptor Rn Agonist Full agonist 9.2 – 9.9 pKi - 3,15
⤷ pKi 9.2 – 9.9 (Ki 6x10-10 – 1.4x10-10 M) [3,15]
GAL2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 8.6 – 9.1 pKi - 1-2,14
⤷ pKi 8.6 – 9.1 (Ki 2.34x10-9 – 8.6x10-10 M) [1-2,14]
GAL2 receptor Rn Agonist Full agonist 8.6 pKi - 15
⤷ pKi 8.6 (Ki 2.51x10-9 M) [15]
GAL3 receptor Rn Agonist Full agonist 7.3 pKi - 15
⤷ pKi 7.3 (Ki 5.248x10-8 M) [15]
GAL3 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.2 pKi - 2,15
⤷ pKi 7.2 (Ki 6.918x10-8 M) [2,15]
GAL2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.9 – 9.1 pEC50 - 2,4
⤷ pEC50 7.9 – 9.1 (EC50 1.23x10-8 – 7.1x10-10 M) [2,4]
GAL1 receptor Rn Agonist Full agonist 10.1 – 10.2 pIC50 - 8,16
⤷ pIC50 10.1 – 10.2 (IC50 7x10-11 – 6x10-11 M) [8,16]
GAL1 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 9.6 – 9.9 pIC50 - 4,12,16
⤷ pIC50 9.6 – 9.9 (IC50 2.7x10-10 – 1.3x10-10 M) [4,12,16]
GAL2 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 9.3 pIC50 - 4
⤷ pIC50 9.3 (IC50 5.1x10-10 M) [4]
GAL2 receptor Rn Agonist Full agonist 8.6 – 9.0 pIC50 - 5,8,12
⤷ pIC50 8.6 – 9.0 (IC50 2.5x10-9 – 1x10-9 M) [5,8,12]
GAL3 receptor Ligand is endogenous in the given species Hs Agonist Full agonist 7.1 pIC50 - 10
⤷ pIC50 7.1 (IC50 7.5x10-8 M) [10]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Potency order of endogenous ligands at GAL2 receptor galanin-like peptide (GALP, Q9UBC7) ≥ galanin (GAL, P22466) 13
Potency order of endogenous ligands at GAL3 receptor galanin-like peptide (GALP, Q9UBC7) > galanin (GAL, P22466) 11
Potency order of endogenous ligands at GAL1 receptor galanin (GAL, P22466) > galanin-like peptide (GALP, Q9UBC7) 13
Targets where the ligand is described in the comment field
Target Comment
GPR151 GPR151 responded to galanin with an EC50 value of 2 µM, suggesting that the endogenous ligand shares structural features with galanin (GAL, P22466) [9].
Ligand mentioned in the following text fields
Galanin receptors overview