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- ChemComp-MAY: METHYL ARACHIDONYL FLUOROPHOSPHONATE -

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Basic information

EntryDatabase: PDB chemical components / ID: MAY
NameName: methyl arachidonyl fluorophosphonate / Synonyms: MAFP
Commentinhibitor*YM

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Chemical information

Composition
Formula: C21H36FO2P / Number of atoms: 61 / Formula weight: 370.482 / Formal charge: 0
Others

1mt5

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: MAY / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1MT5
History
Create componentOct 1, 2002
Other modificationFeb 1, 2011
Modify descriptorJun 4, 2011
Modify synonymsJun 5, 2020
External linksUniChem / ChemSpider / DrugBank / PubChem / ZINC / Wikipedia search / Google search

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Structure visualization

Structure viewerMolecule:
MolmilJmol/JSmol

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Details

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SMILES

ACDLabs 12.01FP(=O)(OC)CCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC
CACTVS 3.370CCCCCC=CCC=CCC=CCC=CCCCC[P](F)(=O)OC
OpenEye OEToolkits 1.7.0CCCCCC=CCC=CCC=CCC=CCCCCP(=O)(OC)F

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SMILES CANONICAL

CACTVS 3.370CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC[P@](F)(=O)OC
OpenEye OEToolkits 1.7.0CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC[P@](=O)(OC)F

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InChI

InChI 1.03InChI=1S/C21H36FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22,23)24-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-21H2,1-2H3/b8-7-,11-10-,14-13-,17-16-/t25-/m0/s1

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InChIKey

InChI 1.03KWKZCGMJGHHOKJ-WTIHWRCNSA-N

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SYSTEMATIC NAME

ACDLabs 12.01methyl (S)-(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ylphosphonofluoridate
OpenEye OEToolkits 1.7.0(5Z,8Z,11Z,14Z)-1-[fluoro(methoxy)phosphoryl]icosa-5,8,11,14-tetraene

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PDB entries

Showing all 5 items

PDB-1mt5:
CRYSTAL STRUCTURE OF FATTY ACID AMIDE HYDROLASE

PDB-4pkb:
CRYSTAL STRUCTURE OF PATATIN-17 COMPLEXED WITH METHYL ARACHIDONYL FLUOROPHOSPHONATE (MAFP)

PDB-4x95:
Crystal structure of fully glycosylated Lysosomal Phospholipase A2 in complex with methyl arachidonyl fluorophosphonate (MAFP)

PDB-4x97:
Crystal structure of Lysosomal Phospholipase A2 in complex with methyl arachidonyl fluorophosphonate (MAFP)

PDB-9iop:
Cryo-EM structure of cUA and MAFP bound CapE filament

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