Piperidinyl-1,2,3-triazole-urea-inhibitor-12

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 : C#CC1=CC(=CC=C1)[C@H]2[C@@H](CCCN2C(=O)[N]3N=CC(=N3)C4=CC=C(C=C4)C5=CC=C(C=C5)C(=O)O)C(=O)O

InChI : InChI=1S\/C30H24N4O5\/c1-2-19-5-3-6-24(17-19)27-25(29(37)38)7-4-16-33(27)30(39)34-31-18-26(32-34)22-12-8-20(9-13-22)21-10-14-23(15-11-21)28(35)36\/h1,3,5-6,8-15,17-18,25,27H,4,7,16H2,(H,35,36)(H,37,38)\/t25-,27+\/m1\/s1

InChIKey : PEXQGQZSCKJWJV-VPUSJEBWSA-N

Other name(s) :


MW : 520.54

Formula : C30H24N4O5

CAS_number :

PubChem :

UniChem : PEXQGQZSCKJWJV-VPUSJEBWSA-N

Target

Families : Piperidinyl-1,2,3-triazole-urea-inhibitor-12 ligand of proteins in family
LYsophospholipase_carboxylesterase

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
Array
(
    [id] => 2910
    [inhibitor] => Piperidinyl-1,2,3-triazole-urea-inhibitor-12
    [type] => Array
        (
            [0] => Piperidine
            [1] => Urea derivative
            [2] => Triazol
        )

    [other_name] => Array
        (
        )

    [chemical_nomenclature] => 
    [formula] => C30H24N4O5
    [cas_number] => 
    [mw] => 520.54
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Ahn_2016_ACS.Chem.Biol_11_2529
    [comment] => 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 11 and 12 are specific.
    [gene_locus] => human-LYPLAL1
    [kin_inhibitor] => 
    [cid] => 
    [family] => LYsophospholipase_carboxylesterase
    [inchikey] => PEXQGQZSCKJWJV-VPUSJEBWSA-N
    [canonicalsmiles] => C#CC1=CC(=CC=C1)[C@H]2[C@@H](CCCN2C(=O)[N]3N=CC(=N3)C4=CC=C(C=C4)C5=CC=C(C=C5)C(=O)O)C(=O)O
    [inchi] => InChI=1S\/C30H24N4O5\/c1-2-19-5-3-6-24(17-19)27-25(29(37)38)7-4-16-33(27)30(39)34-31-18-26(32-34)22-12-8-20(9-13-22)21-10-14-23(15-11-21)28(35)36\/h1,3,5-6,8-15,17-18,25,27H,4,7,16H2,(H,35,36)(H,37,38)\/t25-,27+\/m1\/s1
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)