AG-122018   Click here for help

GtoPdb Ligand ID: 11398

Synonyms: compound 18 [PMID: 25091930]
Compound class: Synthetic organic
Comment: AG-122018 is an inhibitor of the peptidyl-prolyl isomerase (PPIase) PIN1 [1]. It is a small molecule that targets the phosphate binding site of the enzyme, and has been designed with a carboxylate replacing the phosphate group. However, this compound is inactive in whole cells assays.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 82.19
Molecular weight 428.15
XLogP 4.49
No. Lipinski's rules broken 0
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Canonical SMILES O=C(CC1c2ccccc2c2c1cccc2)N[C@@H](C(=O)O)Cc1[nH]c2c(c1)ccc(c2)F
Isomeric SMILES O=C(CC1c2ccccc2c2c1cccc2)N[C@@H](C(=O)O)Cc1[nH]c2c(c1)ccc(c2)F
InChI InChI=1S/C26H21FN2O3/c27-16-10-9-15-11-17(28-23(15)12-16)13-24(26(31)32)29-25(30)14-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-12,22,24,28H,13-14H2,(H,29,30)(H,31,32)/t24-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R)-2-[[2-(9H-fluoren-9-yl)acetyl]amino]-3-(6-fluoro-1H-indol-2-yl)propanoic acid
Synonyms Click here for help
compound 18 [PMID: 25091930]
Database Links Click here for help
BindingDB Ligand 50056217
ChEMBL Ligand CHEMBL3353369
GtoPdb PubChem SID 440816767
PubChem CID 11510199
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