compound 11 [PMID: 16413183]   Click here for help

GtoPdb Ligand ID: 8493

Compound class: Synthetic organic
Comment: Compound 11 is reported as a small molecule inhibitor of plasma kallikrein (KLKB1) [1]. Compound 11 exhibits favourable pharmacokinetics in rats and may have potential therapeutic uses in inflammatory or coagulation disorders.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 7
Rotatable bonds 7
Topological polar surface area 184.63
Molecular weight 487.15
XLogP 1.38
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES OC(=O)CC(C1=CC(=c2[nH]c3c([nH]2)ccc(c3)C(=N)N)C(=O)C(=C1)c1cccc(c1)C(=O)N)C(=O)O
Isomeric SMILES OC(=O)CC(C1=C/C(=c/2\[nH]c3c([nH]2)ccc(c3)C(=N)N)/C(=O)C(=C1)c1cccc(c1)C(=O)N)C(=O)O
InChI InChI=1S/C25H21N5O6/c26-22(27)12-4-5-18-19(9-12)30-24(29-18)17-8-14(16(25(35)36)10-20(31)32)7-15(21(17)33)11-2-1-3-13(6-11)23(28)34/h1-9,16,29-30H,10H2,(H3,26,27)(H2,28,34)(H,31,32)(H,35,36)/b24-17+
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel