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
CHEMBL267179
CAS Number
59880-97-6
TTD ID
D0M0YH
VARIDT ID
DR01446
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Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

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-ribosylation factor 6 (ARF6) OTVV7KJO ARF6_HUMAN Protein Interaction/Cellular Processes [4]
CD63 antigen (CD63) OT2UGZA9 CD63_HUMAN Gene/Protein Processing [5]
Ectonucleotide pyrophosphatase/phosphodiesterase family member 3 (ENPP3) OTB6YLFT ENPP3_HUMAN Gene/Protein Processing [5]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Gene/Protein Processing [6]
Mitogen-activated protein kinase 1 (MAPK1) OTH85PI5 MK01_HUMAN Post-Translational Modifications [7]
Mitogen-activated protein kinase 3 (MAPK3) OTCYKGKO MK03_HUMAN Post-Translational Modifications [7]
Phospholipase A2 group V (PLA2G5) OTQRSKCZ PA2G5_HUMAN Gene/Protein Processing [8]
Proto-oncogene tyrosine-protein kinase Src (SRC) OTETYX40 SRC_HUMAN Post-Translational Modifications [3]
Proto-oncogene vav OT1RLD24 VAV_HUMAN Post-Translational Modifications [3]
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 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.
5 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.
6 [Nordy inhibits cell proliferation and angiogenic factor production of malignant human glioma cells mediated by formylpeptide receptor]. Zhonghua Yi Xue Za Zhi. 2007 Feb 13;87(7):479-84.
7 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.
8 Groups IV, V, and X phospholipases A2s in human neutrophils: role in eicosanoid production and gram-negative bacterial phospholipid hydrolysis. J Biol Chem. 2002 Feb 15;277(7):5061-73. doi: 10.1074/jbc.M109083200. Epub 2001 Dec 6.