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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Click here for structure editor
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
Classification Click here for help
Compound class Peptide or derivative
IUPAC Name Click here for help
(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid
Synonyms Click here for help
fMetLeuPhe | formyl-Met-Leu-Phe
Database Links Click here for help
Specialist databases
GPCRdb Ligand fMet-Leu-Phe
Other databases
ChEMBL Ligand CHEMBL267179
GtoPdb PubChem SID 135652157
PubChem CID 443295
Search Google for chemical match using the InChIKey PRQROPMIIGLWRP-BZSNNMDCSA-N
Search Google for chemicals with the same backbone PRQROPMIIGLWRP
UniChem Compound Search for chemical match using the InChIKey PRQROPMIIGLWRP-BZSNNMDCSA-N
UniChem Connectivity Search for chemical match using the InChIKey PRQROPMIIGLWRP-BZSNNMDCSA-N
Wikipedia Chemotactic peptide, N-Formylmethionine-leucyl-phenylalanine

Product suppliers

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Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

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Tocris
N-Formyl-Met-Leu-Phe (links to external site)
Cat. No. 1921