phosphoramidon   Click here for help

GtoPdb Ligand ID: 11653

PDB Ligand
Compound class: Synthetic organic
Comment: Phosphoramidon is used as a biochemical tool for its inhibitory activity against metallo-endopeptidases, including neutral endopeptidase, endothelin-converting enzymes and angiotensin-converting enzyme [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 8
Rotatable bonds 12
Topological polar surface area 220.48
Molecular weight 543.2
XLogP 0.27
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC(C[C@@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)NP(=O)(O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)C
Isomeric SMILES C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OP(=O)(N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)O)O)O)O
InChI InChI=1S/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16-,17-,18-,19+,20+,23-/m0/s1
InChI Key ZPHBZEQOLSRPAK-XLCYBJAPSA-N
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Molecular structure representations generated using Open Babel