Pa6
AChE PAS inhibitor (phenylphenanthridinium) equipped with an acatylene group at the end of a flexible methylene chain used as building block of 1,3-dipolar cycloaddition (click chemistry) with an active site inhibitor (tacrine) equipped with an azide group at the end of a methylene chain. One double bond in CID 136901692
General
Type : Phenanthridinium
Chemical_Nomenclature : 3,8-diamino-5-oct-7'-ynyl-6-phenylphenanthridinium triflate || 5-oct-7-ynyl-6-phenylphenanthridin-5-ium-3,8-diamine
Canonical SMILES : C#CCCCCCC[N+]1=C2C=C(C=CC2=C3C=CC(=CC3=C1C4=CC=CC=C4)N)N
InChI : InChI=1S\/C27H27N3\/c1-2-3-4-5-6-10-17-30-26-19-22(29)14-16-24(26)23-15-13-21(28)18-25(23)27(30)20-11-8-7-9-12-20\/h1,7-9,11-16,18-19,29H,3-6,10,17,28H2\/p+1
InChIKey : APLQLTZEFQXLCJ-UHFFFAOYSA-O
Other name(s) : CHEMBL4747937 || BDBM50546264 || 3,8-Diamino-5-(7-octynyl)-6-phenylphenanthridinium
MW : 396.55 || 394.5
Formula : C27H30N3 || C27H28N3+
CAS_number :
PubChem : 136901692
UniChem : APLQLTZEFQXLCJ-UHFFFAOYSA-O
Target
Families : Pa6 ligand of proteins in family
ACHE
Protein :
mouse-ACHE
References (4)
| Title : Steric and Dynamic Parameters Influencing In Situ Cycloadditions to Form Triazole Inhibitors with Crystalline Acetylcholinesterase - Bourne_2016_J.Am.Chem.Soc_138_1611 |
| Author(s) : Bourne Y , Sharpless KB , Taylor P , Marchot P |
| Ref : Journal of the American Chemical Society , 138 :1611 , 2016 |
| Abstract : |
| PubMedSearch : Bourne_2016_J.Am.Chem.Soc_138_1611 |
| PubMedID: 26731630 |
| Gene_locus related to this paper: mouse-ACHE |
| Title : Freeze-frame inhibitor captures acetylcholinesterase in a unique conformation - Bourne_2004_Proc.Natl.Acad.Sci.U.S.A_101_1449 |
| Author(s) : Bourne Y , Kolb HC , Radic Z , Sharpless KB , Taylor P , Marchot P |
| Ref : Proc Natl Acad Sci U S A , 101 :1449 , 2004 |
| Abstract : |
| PubMedSearch : Bourne_2004_Proc.Natl.Acad.Sci.U.S.A_101_1449 |
| PubMedID: 14757816 |
| Gene_locus related to this paper: mouse-ACHE |
| Title : Cover picture: angew. Chem. Int. Ed. 6\/2002 - Lewis_2002_Angew.Chem.Int.Ed.Engl_41_875 |
| Author(s) : Lewis WG , Green LG , Grynszpan F , Radic Z , Carlier PR , Taylor P , Finn MG , Sharpless KB |
| Ref : Angew Chem Int Ed Engl , 41 :875 , 2002 |
| Abstract : |
| PubMedSearch : Lewis_2002_Angew.Chem.Int.Ed.Engl_41_875 |
| PubMedID: |
| Title : Click chemistry in situ: acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks - |
| Author(s) : Lewis WG , Green LG , Grynszpan F , Radic Z , Carlier PR , Taylor P , Finn MG , Sharpless KB |
| Ref : Angew Chem Int Ed Engl , 41 :1053 , 2002 |
| PubMedID: 12491310 |