N-tosyl-L-phenylalanyl chloromethyl ketone (CHEBI:9642)

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ChEBI Name	N-tosyl-L-phenylalanyl chloromethyl ketone

ChEBI ID	CHEBI:9642

ChEBI ASCII Name	N-tosyl-L-phenylalanyl chloromethyl ketone

Definition	The N-tosyl derivative of L-phenylalanyl chloromethyl ketone.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C17H18ClNO3S

Net Charge

Average Mass

351.84800

Monoisotopic Mass

351.06959

InChI

InChI=1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3/t16-/m0/s1

InChIKey

MQUQNUAYKLCRME-INIZCTEOSA-N

SMILES

Cc1ccc(cc1)S(=O)(=O)N[C@@H](Cc1ccccc1)C(=O)CCl

Roles Classification
Biological Role(s):	alkylating agent Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases. serine proteinase inhibitor An exogenous or endogenous compound which inhibits serine endopeptidases.

ChEBI Ontology
Outgoing	N-tosyl-L-phenylalanyl chloromethyl ketone (CHEBI:9642) has part L-phenylalanyl group (CHEBI:32496) N-tosyl-L-phenylalanyl chloromethyl ketone (CHEBI:9642) has role alkylating agent (CHEBI:22333) N-tosyl-L-phenylalanyl chloromethyl ketone (CHEBI:9642) has role serine proteinase inhibitor (CHEBI:48353) N-tosyl-L-phenylalanyl chloromethyl ketone (CHEBI:9642) is a α-chloroketone (CHEBI:51841) N-tosyl-L-phenylalanyl chloromethyl ketone (CHEBI:9642) is a sulfonamide (CHEBI:35358)

IUPAC Name

N-[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]-4-methylbenzenesulfonamide

Synonyms	Sources
L-1-Tosylamido-2-phenylethyl chloromethyl ketone	ChemIDplus
l-N-(alpha-(Chloroacetyl)phenethyl)-p-toluenesulfonamide	ChemIDplus
N-Tosyl-L-phenylalanine chloromethyl ketone	ChemIDplus
N-Tosyl-L-phenylalanyl chloromethyl ketone	KEGG COMPOUND
Tos-Phe-CH2Cl	KEGG COMPOUND
Tosylphenylalanyl chloromethyl ketone	ChemIDplus
TPCK	KEGG COMPOUND

Last Modified

14 January 2015