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
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
PROT Primary target of this compound Hs Inhibitor Inhibition 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.8x10-8 M) [1]
DAT Hs Inhibitor Inhibition 5.2 pIC50 - 1
pIC50 5.2 (IC50 6.1x10-6 M) [1]