Lys[Z(NO2)]-Pro   Click here for help

GtoPdb Ligand ID: 4498

Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 12
Topological polar surface area 165.1
Molecular weight 408.16
XLogP -1.12
No. Lipinski's rules broken 0
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Canonical SMILES O=C(Oc1ccc(cc1)[N+](=O)[O-])NCCCCC(C(=O)N1CCCC1C(=O)O)N
Isomeric SMILES O=C(Oc1ccc(cc1)[N+](=O)[O-])NCCCCC(C(=O)N1CCC[C@H]1C(=O)O)N
InChI InChI=1S/C18H24N4O7/c19-14(16(23)21-11-3-5-15(21)17(24)25)4-1-2-10-20-18(26)29-13-8-6-12(7-9-13)22(27)28/h6-9,14-15H,1-5,10-11,19H2,(H,20,26)(H,24,25)/t14?,15-/m0/s1
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. Knütter I, Theis S, Hartrodt B, Born I, Brandsch M, Daniel H, Neubert K. (2001)
A novel inhibitor of the mammalian peptide transporter PEPT1.
Biochemistry, 40 (14): 4454-8. [PMID:11284702]
3. 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]