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
Search Google for chemical match using the InChIKey CWJPVKSBGVPXRD-QMTMVMCOSA-N
Search Google for chemicals with the same backbone CWJPVKSBGVPXRD
SynPHARM 83483 (in complex with Leukotriene A4 hydrolase)
83481 (in complex with Neutral endopeptidase)
UniChem Compound Search for chemical match using the InChIKey CWJPVKSBGVPXRD-QMTMVMCOSA-N
UniChem Connectivity Search for chemical match using the InChIKey CWJPVKSBGVPXRD-QMTMVMCOSA-N