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2-phenylpiperidine-1-carboxylic-acid

The adduct in the structure is the small (R)-2-phenylpiperidine-1-carbonyl. N1-substituted triazole urea previously disclosed as an inhibitor of ABHD6 KT195<\/A> 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 12 and 13 are specific. The adduct in the structure is the small (R)-2-phenylpiperidine-1-carbonyl

General

Type :

Chemical_Nomenclature : (2R)-2-phenylpiperidine-1-carboxylic acid

Canonical SMILES : C1CCN(C(C1)C2=CC=CC=C2)C(=O)O

InChI : InChI=1S\/C12H15NO2\/c14-12(15)13-9-5-4-8-11(13)10-6-2-1-3-7-10\/h1-3,6-7,11H,4-5,8-9H2,(H,14,15)\/t11-\/m1\/s1

InChIKey : VFOFBQDZFDIMFR-LLVKDONJSA-N

Other name(s) : (2~{r})-2-Phenylpiperidine-1-Carbaldehyde || 2-phenylpiperidine-1-carboxylic acid || 6WG

MW : 205.25

Formula : C12H15NO2

CAS_number :

PubChem : 121231485

UniChem : VFOFBQDZFDIMFR-LLVKDONJSA-N

IUPHAR :

Wikipedia :

Target

Families : LYsophospholipase_carboxylesterase, A85-EsteraseD-FGH

Protein : human-LYPLAL1, staau-SA2422

References (2)

Title : Structural basis for the inhibitor and substrate specificity of the unique Fph serine hydrolases of Staphylococcus aureus - Fellner_2020_ACS.Infect.Dis_6_2771
Author(s) : Fellner M , Lentz CS , Jamieson SA , Brewster JL , Chen L , Bogyo M , Mace PD
Ref : ACS Infect Dis , 6 :2771 , 2020
Abstract : Fellner_2020_ACS.Infect.Dis_6_2771
ESTHER : Fellner_2020_ACS.Infect.Dis_6_2771
PubMedSearch : Fellner_2020_ACS.Infect.Dis_6_2771
PubMedID: 32865965
Gene_locus related to this paper: staau-MW0741 , staau-MW2456 , staau-SA1143 , staau-SA2240 , staau-SA2306 , staau-SA2367 , staau-SA2422 , staau-SAV0457 , staau-SAV1793 , staau-SAV2188

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