compound 58 [PMID: 25037917]   Click here for help

GtoPdb Ligand ID: 8520

Compound class: Synthetic organic
Comment: Compound 58 is reported as a selective inhibitor of SLC6A7, the sodium-dependent proline transporter (PROT) [1]. Additional examples of acyl-piperazine based compounds with SAR data are reported in [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 49.33
Molecular weight 404.14
XLogP 5.08
No. Lipinski's rules broken 1
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Canonical SMILES Clc1cccc(c1)c1ccc(cc1)C(=O)N1C2CCC1CN(C2)c1ncccn1
Isomeric SMILES Clc1cccc(c1)c1ccc(cc1)C(=O)N1C2CCC1CN(C2)c1ncccn1
InChI InChI=1S/C23H21ClN4O/c24-19-4-1-3-18(13-19)16-5-7-17(8-6-16)22(29)28-20-9-10-21(28)15-27(14-20)23-25-11-2-12-26-23/h1-8,11-13,20-21H,9-10,14-15H2
1. Zipp GG, Barbosa J, Green MA, Terranova KM, Fink C, Yu XC, Nouraldeen A, Wilson A, Savelieva K, Lanthorn TH et al.. (2014)
Novel inhibitors of the high-affinity L-proline transporter as potential therapeutic agents for the treatment of cognitive disorders.
Bioorg Med Chem Lett, 24 (16): 3886-90. [PMID:25037917]