Details of the Drug

General Information of Drug (ID: DMQ391A)

Drug Name
fMet-Leu-Phe
Synonyms fMetLeuPhe; formyl-Met-Leu-Phe
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 437.6
Logarithm of the Partition Coefficient (xlogp) 1.5
Rotatable Bond Count (rotbonds) 13
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 6
Chemical Identifiers
Formula
C21H31N3O5S
IUPAC Name
(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoic acid
Canonical SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)NC(=O)[C@H](CCSC)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
InChIKey
PRQROPMIIGLWRP-BZSNNMDCSA-N
Cross-matching ID
PubChem CID
443295
ChEBI ID
CHEBI:53490
CAS Number
59880-97-6
TTD ID
D0M0YH
VARIDT ID
DR01446

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
FMLP-related receptor I (FPR2) TTOJ1NF FPR2_HUMAN Agonist [1]
N-formyl peptide receptor (FPR1) TT5Y4EM FPR1_HUMAN Agonist [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2 (PLCG2) OTGVC9MY PLCG2_HUMAN Post-Translational Modifications [3]
ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 1 (CD38) OTG0TTX7 CD38_HUMAN Protein Interaction/Cellular Processes [4]
ADP-ribosylation factor 1 (ARF1) OT5C4C3L ARF1_HUMAN Protein Interaction/Cellular Processes [5]
ADP-ribosylation factor 6 (ARF6) OTVV7KJO ARF6_HUMAN Protein Interaction/Cellular Processes [5]
Apoptosis regulator BAX (BAX) OTAW0V4V BAX_HUMAN Gene/Protein Processing [6]
Beta-glucuronidase (GUSB) OT9N1DK3 BGLR_HUMAN Protein Interaction/Cellular Processes [7]
Caspase-3 (CASP3) OTIJRBE7 CASP3_HUMAN Gene/Protein Processing [6]
Caspase-9 (CASP9) OTD4RFFG CASP9_HUMAN Gene/Protein Processing [6]
Cathepsin G (CTSG) OT85ZMQG CATG_HUMAN Protein Interaction/Cellular Processes [3]
CD63 antigen (CD63) OT2UGZA9 CD63_HUMAN Gene/Protein Processing [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Multiple domains of the N-formyl peptide receptor are required for high-affinity ligand binding. Construction and analysis of chimeric N-formyl peptide receptors. J Biol Chem. 1993 Aug 25;268(24):18167-75.
2 Further studies on the structural requirements for synthetic peptide chemoattractants. Biochemistry. 1980 May 27;19(11):2404-10.
3 The anti-inflammatory effect of 2-(4-hydroxy-3-prop-2-enyl-phenyl)-4-prop-2-enyl-phenol by targeting Lyn kinase in human neutrophils. Chem Biol Interact. 2015 Jul 5;236:90-101. doi: 10.1016/j.cbi.2015.05.004. Epub 2015 May 14.
4 CD38 cleavage in fMLP- and IL-8-induced chemotaxis is dependent on p38 MAP kinase but independent of p44/42 MAP kinase. Cell Signal. 2005 Feb;17(2):167-75. doi: 10.1016/j.cellsig.2004.06.008.
5 A regulatory role for ADP-ribosylation factor 6 (ARF6) in activation of the phagocyte NADPH oxidase. J Biol Chem. 2000 Oct 20;275(42):32566-71. doi: 10.1074/jbc.M005406200.
6 Melatonin reduces apoptosis induced by calcium signaling in human leukocytes: Evidence for the involvement of mitochondria and Bax activation. J Membr Biol. 2010 Feb;233(1-3):105-18. doi: 10.1007/s00232-010-9230-0. Epub 2010 Feb 4.
7 Differential regulation of neutrophil phospholipase d activity and degranulation. Biochem Biophys Res Commun. 2002 Apr 12;292(4):951-6. doi: 10.1006/bbrc.2002.6765.
8 Stimulus-specific regulation of CD63 and CD203c membrane expression in human basophils by the flavonoid quercetin. Int Immunopharmacol. 2010 Feb;10(2):183-92. doi: 10.1016/j.intimp.2009.10.014. Epub 2009 Nov 1.