FphB-OX-14
Irreversible covalent probe, targeting the serine in the active site of FphB. Cyclic peptide with JJ-OX-009 warhead FphB-OX-5 IC50 FphB 1.3 microM FphE 0.016 microM. In comparison, the weakly active warhead molecule JJ-OX-009 had a IC50 of 36 +/- 7 (or >20) microM
General
Type : Peptide, Sulfur Compound, Oxadiazolone, Oxadiazol
Chemical_Nomenclature :
Canonical SMILES : [C@@H]2(NC(CSCC(NC(=O)[C@@H](NC(C(CC(=O)N)NC(=O)[C@H](CC1=CC=C(C=C1)O)NC([C@@H](NC2=O)CC3=CC=C(C=C3)C(C)=NOCC(NC4=CC=C(C=C4)N5C(OC(=N5)OC)=O)=O)=O)=O)CC6=CC=C(C=C6)O)C(N)=O)=O)CC7=CC=CC=C7
InChI : InChI=1S\/C58H62N12O15S\/c1-32(69-84-29-49(74)61-38-16-18-39(19-17-38)70-58(82)85-57(68-70)83-2)37-14-8-34(9-15-37)25-43-53(78)64-44(26-35-10-20-40(71)21-11-35)54(79)66-46(28-48(59)73)56(81)65-45(27-36-12-22-41(72)23-13-36)55(80)67-47(51(60)76)30-86-31-50(75)62-42(52(77)63-43)24-33-6-4-3-5-7-33\/h3-23,42-47,71-72H,24-31H2,1-2H3,(H2,59,73)(H2,60,76)(H,61,74)(H,62,75)(H,63,77)(H,64,78)(H,65,81)(H,66,79)(H,67,80)\/t42-,43+,44+,45+,46?,47?\/m1\/s1
InChIKey : DCQGKGQZMZQSMY-APOPASIASA-N
Other name(s) : kfgYNYC || ClAcD-FOxFYNYC || ChloraceticAcid-D-Phe-OxadiazolonePhe-Tyr-Asn-Tyr-Cys
Target
Families : FphB-OX-14 ligand of proteins in family
Hormone-sensitive_lipase_like
6_AlphaBeta_hydrolase
Protein :
staau-MW2456
staau-SA2367
References (1)
| Title : An mRNA Display Approach for Covalent Targeting of a Staphylococcus aureus Virulence Factor - Wang_2025_J.Am.Chem.Soc__ |
| Author(s) : Wang S , Woods EC , Jo J , Zhu J , Hansel-Harris A , Holcomb M , Llanos M , Pedowitz NJ , Upadhyay T , Bennett J , Fellner M , Park KW , Zhang A , Valdez TA , Forli S , Chan AI , Cunningham CN , Bogyo M |
| Ref : Journal of the American Chemical Society , : , 2025 |
| Abstract : |
| PubMedSearch : Wang_2025_J.Am.Chem.Soc__ |
| PubMedID: 40013487 |
| Gene_locus related to this paper: staau-MW2456 , staau-SA2367 |