POM-HEX
Permeable lipophilic ester prodrug. Pivaloyloxymethyl prodrug of (HEX: (1-Hydroxy-2-oxopiperidin-3-yl)phosphonic acid CID 122540907) substrate-competitive inhibitor of Enolase with specificity for ENO2. Parasite-internalized APEH plays an important role in the activation of substrates with branching at the alpha carbon, in keeping with its exopeptidase activity
General
Type : Pro-Drug, Drug, tert-Butyl
Chemical_Nomenclature : [2,2-dimethylpropanoyloxymethoxy-(1-hydroxy-2-oxopiperidin-3-yl)phosphoryl]oxymethyl 2,2-dimethylpropanoate
Canonical SMILES : CC(C)(C)C(=O)OCOP(=O)(C1CCCN(C1=O)O)OCOC(=O)C(C)(C)C
InChI : InChI=1S\/C17H30NO9P\/c1-16(2,3)14(20)24-10-26-28(23,12-8-7-9-18(22)13(12)19)27-11-25-15(21)17(4,5)6\/h12,22H,7-11H2,1-6H3
InChIKey : TVFIFFUSHZDTKT-UHFFFAOYSA-N
Other name(s) : POMHEX || CHEMBL4647008 || NSC784584 || SCHEMBL18077426
MW : 423.4
Formula : C17H30NO9P
CAS_number : 2004714-34-3
PubChem : 122540908
UniChem : TVFIFFUSHZDTKT-UHFFFAOYSA-N
Target
Structures : No structure
Families : ACPH_Peptidase_S9
References (2)
| Title : Prodrug activation in malaria parasites mediated by an imported erythrocyte esterase, acylpeptide hydrolase (APEH) - Sundararaman_2024_bioRxiv__ |
| Author(s) : Sundararaman SA , Miller JJ , Daley EC , O'Brien KA , Kasak P , Daniels AM , Edwards RL , Heidel KM , Bague DA , Wilson MA , Koelper AJ , Kourtoglou EC , White AD , August SA , Apple GA , Rouamba RW , Durand AJ , Esteb JJ , Muller FL , Johnson RJ , Hoops GC , Dowd CS , Odom John AR |
| Ref : Biorxiv , : , 2024 |
| Abstract : |
| PubMedSearch : Sundararaman_2024_bioRxiv__ |
| PubMedID: 39257815 |
| Gene_locus related to this paper: human-APEH |
| Title : An enolase inhibitor for the targeted treatment of ENO1-deleted cancers - Lin_2020_Nat.Metab_2_1413 |
| Author(s) : Lin YH , Satani N , Hammoudi N , Yan VC , Barekatain Y , Khadka S , Ackroyd JJ , Georgiou DK , Pham CD , Arthur K , Maxwell D , Peng Z , Leonard PG , Czako B , Pisaneschi F , Mandal P , Sun Y , Zielinski R , Pando SC , Wang X , Tran T , Xu Q , Wu Q , Jiang Y , Kang Z , Asara JM , Priebe W , Bornmann W , Marszalek JR , DePinho RA , Muller FL |
| Ref : Nat Metab , 2 :1413 , 2020 |
| Abstract : |
| PubMedSearch : Lin_2020_Nat.Metab_2_1413 |
| PubMedID: 33230295 |