ketoFAPI-21
Compound 22 is the Lu derivative as PET probe CanonicalSMILES O=C(C(NCC1=CC=C(OC)C(=C1)OC)=O)[C@H]6N(C(CNC(C5=C4C=C(OCCC[N+]3(C)CCN(C(CN2CCN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC([O-])=O)CC2)=O)CC3)C=CC4=NC=C5)=O)=O)CC(F)(F)C6.[Lu+3] || FAP inhibitor bearing an electrophilic -ketoamide warhead (ketoFAPI); 9.01 +/- 0.01 pIC50 (0.98 IC50, nM) FAP ;7.86 +/- 0.07 pIC50 (14 IC50, nM) PREP; IC50 [microM] DPP4>1; IC50 [microM] DPP8>10; IC50 [microM] DPP9>10; IC50 [microM] DPP2>5
General
Type : PET probe, Tetrazacyclododec, Pyrrolidine, Quinoline, Piperazine, Sulfur Compound, Sulfonyl
Chemical_Nomenclature : (S)-1-(3-((4-((2-(2-(2-((3,4-Dimethoxybenzyl)amino)-2-oxoacetyl)-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)carbamoyl)quinolin-6-yl)oxy)propyl)-1-methyl-4-(2-(4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecan-1-yl)acetyl)piperazin-1-ium 4-methylbenzenesulfonate
Canonical SMILES : O=C(CN1CCN(CCN(CCN(CC1)CC(O)=O)CC(O)=O)CC(O)=O)N2CC[N+](CC2)(C)CCCOC3=CC4=C(C=C3)N=CC=C4C(NCC(N5CC(F)(F)C[C@H]5C(C(NCC6=CC=C(OC)C(=C6)OC)=O)=O)=O)=O
InChI : InChI=1S\/C51H68F2N10O14\/c1-63(22-19-61(20-23-63)44(65)30-57-11-13-58(31-45(66)67)15-17-60(33-47(70)71)18-16-59(14-12-57)32-46(68)69)21-4-24-77-36-6-7-39-38(26-36)37(9-10-54-39)49(73)56-29-43(64)62-34-51(52,53)27-40(62)48(72)50(74)55-28-35-5-8-41(75-2)42(25-35)76-3\/h5-10,25-26,40H,4,11-24,27-34H2,1-3H3,(H4-,55,56,66,67,68,69,70,71,73,74)\/p+1\/t40-\/m0\/s1
InChIKey : URNVHPSQVUAZSL-FAIXQHPJSA-O
Other name(s) : Compound 21
Target
Families : ketoFAPI-21 ligand of proteins in family
DPP4N_Peptidase_S9
Protein :
human-FAP
References (1)
| Title : Structure-Property Investigation of New KetoFAPI Inhibitors of Fibroblast Activation Protein (FAP): Discovery of Highly Potent, Selective Compounds with Prolonged Residence Times and Promising Radiotheranostic Potential - Brzeminski_2025_J.Med.Chem_68_21739 |
| Author(s) : Brzeminski P , Verhulst E , Fabisiak A , Pacifico R , Willocx D , Peeters S , de Groot A , Corthaut S , Van Meel K , Stroobants S , Augustyns K , Berg M , Lambeir AM , Rosch F , De Meester I , Elvas F , Van der Veken P |
| Ref : Journal of Medicinal Chemistry , 68 :21739 , 2025 |
| Abstract : |
| PubMedSearch : Brzeminski_2025_J.Med.Chem_68_21739 |
| PubMedID: 41086263 |
| Gene_locus related to this paper: human-FAP |