NAF

General

Type : Trifluoro,Quaternary compound,Transition state analogue

Chemical_Nomenclature : trimethyl-[3-(2,2,2-trifluoro-1,1-dihydroxyethyl)phenyl]azanium

Canonical SMILES : C[N+](C)(C)C1=CC=CC(=C1)C(C(F)(F)F)(O)O

InChI : InChI=1S\/C11H15F3NO2\/c1-15(2,3)9-6-4-5-8(7-9)10(16,17)11(12,13)14\/h4-7,16-17H,1-3H3\/q+1

InChIKey : KGVDBJQLTHWAJF-UHFFFAOYSA-N

Other name(s) : N,N,N-trimethyl-3-(2,2,2-trifluoro-1,1-dihydroxyethyl)anilinium,M-(n,n,n-trimethylammonio)-2,2,2-trifluoro-1,1-dihydroxyethylbenzene,AC1L1H65,SCHEMBL4311749,CHEBI:44394

MW : 250.23

Formula : C11H15F3NO2+

CAS_number :

PubChem : 3991

UniChem : KGVDBJQLTHWAJF-UHFFFAOYSA-N

References (3)

Title : Substrate and product trafficking through the active center gorge of acetylcholinesterase analyzed by crystallography and equilibrium binding - Bourne_2006_J.Biol.Chem_281_29256

Author(s) : Bourne Y , Radic Z , Sulzenbacher G , Kim E , Taylor P , Marchot P

Ref : Journal of Biological Chemistry , 281 :29256 , 2006

Abstract : Bourne_2006_J.Biol.Chem_281_29256

ESTHER : Bourne_2006_J.Biol.Chem_281_29256

PubMedSearch : Bourne_2006_J.Biol.Chem_281_29256

PubMedID: 16837465

Gene_locus related to this paper: mouse-ACHE

Title : A preliminary comparison of structural models for catalytic intermediates of acetylcholinesterase - Silman_1999_Chem.Biol.Interact_119-120_43

Author(s) : Silman I , Millard CB , Ordentlich A , Greenblatt HM , Harel M , Barak D , Shafferman A , Sussman JL

Ref : Chemico-Biological Interactions , 119-120 :43 , 1999

Abstract : Silman_1999_Chem.Biol.Interact_119-120_43

ESTHER : Silman_1999_Chem.Biol.Interact_119-120_43

PubMedSearch : Silman_1999_Chem.Biol.Interact_119-120_43

PubMedID: 10421437

Gene_locus related to this paper: torca-ACHE

Title : The X-ray structure of a transition state analog complex reveals the molecular origins of the catalytic power and substrate specificity of acetylcholinesterase. -

Author(s) : Harel M , Quinn DM , Nair HK , Silman I , Sussman JL

Ref : Journal of the American Chemical Society , 118 :2340 , 1996

PubMedID:

Gene_locus related to this paper: torca-ACHE

Array ( [id] => 5712 [inhibitor] => NAF [type] => Array ( [0] => Trifluoro [1] => Quaternary compound [2] => Transition state analogue ) [other_name] => Array ( [0] => N,N,N-trimethyl-3-(2,2,2-trifluoro-1,1-dihydroxyethyl)anilinium [1] => M-(n,n,n-trimethylammonio)-2,2,2-trifluoro-1,1-dihydroxyethylbenzene [2] => AC1L1H65 [3] => SCHEMBL4311749 [4] => CHEBI:44394 ) [chemical_nomenclature] => trimethyl-[3-(2,2,2-trifluoro-1,1-dihydroxyethyl)phenyl]azanium [formula] => C11H15F3NO2+ [cas_number] => [mw] => 250.23 [pick_me_to_call] => display_script [kinetic_parameter] => [paper] => Bourne_2006_J.Biol.Chem_281_29256 || Silman_1999_Chem.Biol.Interact_119-120_43 || Harel_1996_J.Am.Chem.Soc_118_2340 [comment] => Transition state analogue TMTFA is an equilibrium mixture of the free ketone and ketone hydrate NAF in aqueous solution, with a hydration equilibrium constant of 60 000 [gene_locus] => mouse-ACHE || torca-ACHE [kin_inhibitor] => [cid] => 3991 [family] => ACHE [inchikey] => KGVDBJQLTHWAJF-UHFFFAOYSA-N [canonicalsmiles] => C[N+](C)(C)C1=CC=CC(=C1)C(C(F)(F)F)(O)O [inchi] => InChI=1S\/C11H15F3NO2\/c1-15(2,3)9-6-4-5-8(7-9)10(16,17)11(12,13)14\/h4-7,16-17H,1-3H3\/q+1 [wikipedia] => [iupharlig] => [structure] => [substrate] => [interact_gene_locus] => [mutation] => [comment2] => [extoxnet] => [news] => [theoretical_model] => )

NAF

General

Target

References (3)

1. Substrate and product trafficking through the active center gorge of acetylcholinesterase analyzed by crystallography and equilibrium binding

2. A preliminary comparison of structural models for catalytic intermediates of acetylcholinesterase

3. The X-ray structure of a transition state analog complex reveals the molecular origins of the catalytic power and substrate specificity of acetylcholinesterase.