Piperidinyl-1,2,3-triazole-urea-inhibitor-11
N1-substituted triazole urea previously disclosed as an inhibitor of ABHD6 KT195 was modified as N2-substituted isomer and shown to inhibit LYPLAL1. The compound 2 inhibited also other alpha/beta hydrolases and some SGNH hydrolase-type esterase (PAFAH1B2-3), but compound 11 and 12 are specific.
General
Type : Piperidine,Urea derivative,Triazol
Chemical_Nomenclature :
Canonical SMILES : C1C[C@H]([C@@H](N(C1)C(=O)[N]2N=CC(=N2)C3=CC=C(C=C3)C4=CC=C(C=C4)C(=O)O)C5=CC=CC=C5)C(=O)O
InChI : InChI=1S\/C28H24N4O5.C2H6\/c33-26(34)22-14-10-19(11-15-22)18-8-12-20(13-9-18)24-17-29-32(30-24)28(37)31-16-4-7-23(27(35)36)25(31)21-5-2-1-3-6-21\;1-2\/h1-3,5-6,8-15,17,23,25H,4,7,16H2,(H,33,34)(H,35,36)\;1-2H3\/t23-,25+\;\/m1.\/s1
InChIKey : JVSJWWLLDFTUCA-BUDDBBPTSA-N
Other name(s) :
MW : 496.51
Formula : C28H24N4O5
CAS_number :
PubChem :
UniChem : JVSJWWLLDFTUCA-BUDDBBPTSA-N
IUPHAR :
Wikipedia :
Target
Families : Piperidinyl-1,2,3-triazole-urea-inhibitor-11 ligand of proteins in family: LYsophospholipase_carboxylesterase
Stucture :
Protein : human-LYPLAL1
References (1)
| Title : Discovery of a Selective Covalent Inhibitor of Lysophospholipase-like 1 (LYPLAL1) as a Tool to Evaluate the Role of this Serine Hydrolase in Metabolism - Ahn_2016_ACS.Chem.Biol_11_2529 |
| Author(s) : Ahn K , Boehm M , Brown MF , Calloway J , Che Y , Chen J , Fennell KF , Geoghegan KF , Gilbert AM , Gutierrez JA , Kalgutkar AS , Lanba A , Limberakis C , Magee TV , O'Doherty I , Oliver R , Pabst B , Pandit J , Parris K , Pfefferkorn JA , Rolph TP , Patel R , Schuff B , Shanmugasundaram V , Starr JT , Varghese AH , Vera NB , Vernochet C , Yan J |
| Ref : ACS Chemical Biology , 11 :2529 , 2016 |
| Abstract : Ahn_2016_ACS.Chem.Biol_11_2529 |
| ESTHER : Ahn_2016_ACS.Chem.Biol_11_2529 |
| PubMedSearch : Ahn_2016_ACS.Chem.Biol_11_2529 |
| PubMedID: 27391855 |
| Gene_locus related to this paper: human-LYPLAL1 |