FphB-OX-5
Irreversible covalent probe, targeting the serine in the active site of FphB. Cyclic peptide with JJ-OX-009 warhead FphB-OX-5 IC50 FphB 1.8 microM FphE 0.7 microM. In comparison, the weakly active warhead molecule JJ-OX-009 had a IC50 of 36 +/- 7 (or >20) microM
General
Type : Peptide, Sulfure Compound, Oxadiazolone, Oxadiazol
Chemical_Nomenclature :
Canonical SMILES : [C@H]1(NC([C@@H](NC([C@@H](NC(CSCC(NC(C(NC([C@@H](NC1=O)CC2=CC=C(C=C2)C(C)=NOCC(NC3=CC=C(C=C3)N4C(OC(=N4)OC)=O)=O)=O)[C@@H](C)CC)=O)C(N)=O)=O)CC5=CC=CC=C5)=O)CC6=CC=CC=C6)=O)CC(O)=O
InChI : InChI=1S\/C55H63N11O14S\/c1-5-31(2)47-53(76)62-43(48(56)71)29-81-30-45(68)58-39(24-33-12-8-6-9-13-33)49(72)59-40(25-34-14-10-7-11-15-34)50(73)61-42(27-46(69)70)51(74)60-41(52(75)63-47)26-35-16-18-36(19-17-35)32(3)65-79-28-44(67)57-37-20-22-38(23-21-37)66-55(77)80-54(64-66)78-4\/h6-23,31,39-43,47H,5,24-30H2,1-4H3,(H2,56,71)(H,57,67)(H,58,68)(H,59,72)(H,60,74)(H,61,73)(H,62,76)(H,63,75)(H,69,70)\/t31-,39-,40-,41-,42-,43?,47?\/m0\/s1
InChIKey : INLHAHPKCRWSLG-JRAMXNJMSA-N
Other name(s) : kFFDgIC || ClAcFFDOxfIC || ChloraceticAcid-Phe-Phe-Asp-OxadiazolonePhe-Ile-Cys
Target
Families : FphB-OX-5 ligand of proteins in family
Hormone-sensitive_lipase_like
6_AlphaBeta_hydrolase
Structure :
9DRO
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 |