Lys[Z(NO2)]-Lys[Z(NO2)]   Click here for help

GtoPdb Ligand ID: 4499

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 4
Rotatable bonds 23
Topological polar surface area 259.81
Molecular weight 618.23
XLogP 2.8
No. Lipinski's rules broken 1
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Canonical SMILES O=C(OCc1ccc(cc1)[N+](=O)[O-])NCCCCC(C(=O)[O-])NC(=O)C(CCCCNC(=O)Oc1ccc(cc1)[N+](=O)[O-])[NH3+]
Isomeric SMILES O=C(OCc1ccc(cc1)[N+](=O)[O-])NCCCCC(C(=O)[O-])NC(=O)C(CCCCNC(=O)Oc1ccc(cc1)[N+](=O)[O-])[NH3+]
InChI InChI=1S/C27H34N6O11/c28-22(5-1-3-16-30-27(38)44-21-13-11-20(12-14-21)33(41)42)24(34)31-23(25(35)36)6-2-4-15-29-26(37)43-17-18-7-9-19(10-8-18)32(39)40/h7-14,22-23H,1-6,15-17,28H2,(H,29,37)(H,30,38)(H,31,34)(H,35,36)
1. Biegel A, Knütter I, Hartrodt B, Gebauer S, Theis S, Luckner P, Kottra G, Rastetter M, Zebisch K, Thondorf I et al.. (2006)
The renal type H+/peptide symporter PEPT2: structure-affinity relationships.
Amino Acids, 31 (2): 137-56. [PMID:16868651]
2. Theis S, Knutter I, Hartrodt B, Brandsch M, Kottra G, Neubert K, Daniel H. (2002)
Synthesis and characterization of high affinity inhibitors of the H+/peptide transporter PEPT2.
J Biol Chem, 277 (9): 7287-92. [PMID:11751927]