ARI-3099   Click here for help

GtoPdb Ligand ID: 8563

Synonyms: compound 226 [PMID: 24997602] | compound 6 [PMID: 23594271] | Py(D)AlaboroPro
Compound class: Synthetic organic
Comment: ARI-3099 is reported as an inhibitor of fibroblast activation protein, alpha (FAP) [2]. 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 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 102.76
Molecular weight 291.14
XLogP -0.48
No. Lipinski's rules broken 0
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Canonical SMILES OB(C1CCCN1C(=O)C(NC(=O)c1ccncc1)C)O
Isomeric SMILES OB([C@@H]1CCCN1C(=O)[C@H](NC(=O)c1ccncc1)C)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
1. Bachovchin DA, Koblan LW, Wu W, Liu Y, Li Y, Zhao P, Woznica I, Shu Y, Lai JH, Poplawski SE et al.. (2014)
A high-throughput, multiplexed assay for superfamily-wide profiling of enzyme activity.
Nat Chem Biol, 10 (8): 656-63. [PMID:24997602]
2. Poplawski SE, Lai JH, Li Y, Jin Z, Liu Y, Wu W, Wu Y, Zhou Y, Sudmeier JL, Sanford DG et al.. (2013)
Identification of selective and potent inhibitors of fibroblast activation protein and prolyl oligopeptidase.
J Med Chem, 56 (9): 3467-77. [PMID:23594271]