compound 9 [PMID: 20718420]   Click here for help

GtoPdb Ligand ID: 9893

Compound class: Synthetic organic
Comment: Compound 9 is a selective inhibitor of the prolyl serine peptidase fibroblast activation protein (FAP) [1]. FAP inhibitors were developed as potential anti-tumour agents, but failed to show significant clinical efficacy in cancer patients.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 89.87
Molecular weight 326.14
XLogP 1.51
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OB(C1CCCN1C(=O)CNC(=O)c1cccc2c1cccc2)O
Isomeric SMILES OB([C@@H]1CCCN1C(=O)CNC(=O)c1cccc2c1cccc2)O
InChI InChI=1S/C17H19BN2O4/c21-16(20-10-4-9-15(20)18(23)24)11-19-17(22)14-8-3-6-12-5-1-2-7-13(12)14/h1-3,5-8,15,23-24H,4,9-11H2,(H,19,22)/t15-/m0/s1
InChI Key QVGIJGPVKMNEPA-HNNXBMFYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(2R)-1-[2-(naphthalene-1-carbonylamino)acetyl]pyrrolidin-2-yl]boronic acid
Database Links Click here for help
BindingDB Ligand 50326373
ChEMBL Ligand CHEMBL1243373
GtoPdb PubChem SID 363894187
PubChem CID 15951636
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