ARI-3099
ARI-3099 is reported as an inhibitor of fibroblast activation protein, alpha (FAP). FAP is being investigated as a novel anti-cancer drug target, given the role of the enzyme in tumour invasion and metastasis. Bachovchin et al. (2014) report inhibition of acylaminoacyl-peptide hydrolase (APEH) by this compound
General
Type : Pyridine,Pyrrolidine,Boron compound
Chemical_Nomenclature : [(2R)-1-[(2R)-2-(pyridine-4-carbonylamino)propanoyl]pyrrolidin-2-yl]boronic acid
Canonical SMILES : B(C1CCCN1C(=O)C(C)NC(=O)C2=CC=NC=C2)(O)O
InChI : InChI=1S\/C13H18BN3O4\/c1-9(16-12(18)10-4-6-15-7-5-10)13(19)17-8-2-3-11(17)14(20)21\/h4-7,9,11,20-21H,2-3,8H2,1H3,(H,16,18)\/t9-,11+\/m1\/s1
InChIKey : DRBWRJPFNOBNIO-KOLCDFICSA-N
Other name(s) : Py(D)AlaboroPro,CHEMBL2333026,GTPL8563,BDBM50431242,Compound 6 [PMID: 23594271],compound 226 [PMID: 24997602]
MW : 291.11
Formula : C13H18BN3O4
CAS_number :
PubChem : 71655266
UniChem : DRBWRJPFNOBNIO-KOLCDFICSA-N
IUPHAR : 8563
Wikipedia :
Target
Families : ARI-3099 ligand of proteins in family: DPP4N_Peptidase_S9 || ACPH_Peptidase_S9
Stucture :
Protein : human-FAP || human-APEH
References (5)
| Title : Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor - Jung_2021_Bioorg.Med.Chem.Lett_37_127846 |
| Author(s) : Jung HJ , Nam EH , Park JY , Ghosh P , Kim IS |
| Ref : Bioorganic & Medicinal Chemistry Lett , 37 :127846 , 2021 |
| Abstract : Jung_2021_Bioorg.Med.Chem.Lett_37_127846 |
| ESTHER : Jung_2021_Bioorg.Med.Chem.Lett_37_127846 |
| PubMedSearch : Jung_2021_Bioorg.Med.Chem.Lett_37_127846 |
| PubMedID: 33571650 |
| Title : Integrated Synthetic, Biophysical, and Computational Investigations of Covalent Inhibitors of Prolyl Oligopeptidase and Fibroblast Activation Protein alpha - Plescia_2019_J.Med.Chem_62_7874 |
| Author(s) : Plescia J , De Cesco S , Patrascu MB , Kurian J , Di Trani J , Dufresne C , Wahba AS , Janmamode N , Mittermaier AK , Moitessier N |
| Ref : Journal of Medicinal Chemistry , 62 :7874 , 2019 |
| Abstract : Plescia_2019_J.Med.Chem_62_7874 |
| ESTHER : Plescia_2019_J.Med.Chem_62_7874 |
| PubMedSearch : Plescia_2019_J.Med.Chem_62_7874 |
| PubMedID: 31393718 |
| Title : Extended structure-activity relationship and pharmacokinetic investigation of (4-quinolinoyl)glycyl-2-cyanopyrrolidine inhibitors of fibroblast activation protein (FAP) - Jansen_2014_J.Med.Chem_57_3053 |
| Author(s) : Jansen K , Heirbaut L , Verkerk R , Cheng JD , Joossens J , Cos P , Maes L , Lambeir AM , De Meester I , Augustyns K , Van der Veken P |
| Ref : Journal of Medicinal Chemistry , 57 :3053 , 2014 |
| Abstract : Jansen_2014_J.Med.Chem_57_3053 |
| ESTHER : Jansen_2014_J.Med.Chem_57_3053 |
| PubMedSearch : Jansen_2014_J.Med.Chem_57_3053 |
| PubMedID: 24617858 |
| Title : A high-throughput, multiplexed assay for superfamily-wide profiling of enzyme activity - Bachovchin_2014_Nat.Chem.Biol_10_656 |
| Author(s) : Bachovchin DA , Koblan LW , Wu W , Liu Y , Li Y , Zhao P , Woznica I , Shu Y , Lai JH , Poplawski SE , Kiritsy CP , Healey SE , DiMare M , Sanford DG , Munford RS , Bachovchin WW , Golub TR |
| Ref : Nat Chemical Biology , 10 :656 , 2014 |
| Abstract : Bachovchin_2014_Nat.Chem.Biol_10_656 |
| ESTHER : Bachovchin_2014_Nat.Chem.Biol_10_656 |
| PubMedSearch : Bachovchin_2014_Nat.Chem.Biol_10_656 |
| PubMedID: 24997602 |
| Gene_locus related to this paper: human-PPME1 |
| Title : Identification of selective and potent inhibitors of fibroblast activation protein and prolyl oligopeptidase - Poplawski_2013_J.Med.Chem_56_3467 |
| Author(s) : Poplawski SE , Lai JH , Li Y , Jin Z , Liu Y , Wu W , Wu Y , Zhou Y , Sudmeier JL , Sanford DG , Bachovchin WW |
| Ref : Journal of Medicinal Chemistry , 56 :3467 , 2013 |
| Abstract : Poplawski_2013_J.Med.Chem_56_3467 |
| ESTHER : Poplawski_2013_J.Med.Chem_56_3467 |
| PubMedSearch : Poplawski_2013_J.Med.Chem_56_3467 |
| PubMedID: 23594271 |