fMet-Leu-Phe   Click here for help

GtoPdb Ligand ID: 1022

Abbreviated name: fMLP
Synonyms: fMetLeuPhe | formyl-Met-Leu-Phe
Compound class: Peptide or derivative
Comment: From the bacterium E.coli
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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

fMet-Leu-Phe is commercially available from our sponsors

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 CSCCC(C(=O)NC(C(=O)NC(C(=O)O)Cc1ccccc1)CC(C)C)NC=O
Isomeric SMILES CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc1ccccc1)CC(C)C)NC=O
InChI InChI=1S/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1
InChI Key PRQROPMIIGLWRP-BZSNNMDCSA-N
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Peptide transporter 1 1-2,10-11,17
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
FPR2/ALX Hs Agonist Full agonist 6.4 pKd - 12
⤷ pKd 6.4 [12]
FPR1 Hs Agonist Full agonist 10.1 – 10.2 pEC50 - 6,13
⤷ pEC50 10.1 – 10.2 [6,13]
FPR1 Mm Agonist Full agonist 4.7 pEC50 - 8,14
⤷ pEC50 4.7 [8,14]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Potency order of endogenous ligands at FPR1 fMet-Leu-Phe > cathepsin G (CTSG, P08311) > annexin I (ANXA1, P04083) 9,15
Potency order of endogenous and other ligands at FPR2/ALX LXA4 = aspirin triggered lipoxin A4 = ATLa2 = resolvin D1 > LTC4 = LTD4 >> 15-deoxy-LXA4 >> fMet-Leu-Phe 3-5,7,16
Ligand mentioned in the following text fields
Formylpeptide receptors overview