compound 1a [PMID: 25692029]   Click here for help

GtoPdb Ligand ID: 9091

PDB Ligand
Compound class: Synthetic organic
Comment: Active compound formed from prodrug PL265.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 139.53
Molecular weight 418.17
XLogP -0.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C(=O)O)NC(=O)C(CP(=O)(C(N)C)O)Cc1ccc(cc1)c1ccccc1
Isomeric SMILES C[C@@H](C(=O)O)NC(=O)[C@@H](CP(=O)([C@@H](N)C)O)Cc1ccc(cc1)c1ccccc1
InChI InChI=1S/C21H27N2O5P/c1-14(21(25)26)23-20(24)19(13-29(27,28)15(2)22)12-16-8-10-18(11-9-16)17-6-4-3-5-7-17/h3-11,14-15,19H,12-13,22H2,1-2H3,(H,23,24)(H,25,26)(H,27,28)/t14-,15+,19+/m0/s1
InChI Key CWJPVKSBGVPXRD-QMTMVMCOSA-N
Classification Click here for help
Compound class Synthetic organic
Prodrug PL265
IUPAC Name Click here for help
(2S)-2-[[(2S)-2-[[[(1R)-1-aminoethyl]-hydroxyphosphoryl]methyl]-3-(4-phenylphenyl)propanoyl]amino]propanoic acid
Database Links Click here for help
GtoPdb PubChem SID 315661176
PubChem CID 5478838
RCSB PDB Ligand BIR
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SynPHARM 83483 (in complex with Leukotriene A4 hydrolase)
83481 (in complex with Neutral endopeptidase)