inhibitor A [PMID: 12482429]   Click here for help

GtoPdb Ligand ID: 8847

Compound class: Synthetic organic
Comment: This compound is an analogue of N-palmitoylsphingosine-1-phosphate and it inhibits neutral sphingomyelinase in vitro [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 21
Topological polar surface area 116.67
Molecular weight 519.29
XLogP 7.86
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCCCCCCCCCCC(=O)NC(C(c1ccccc1)O)CC(P(=O)(O)O)(F)F
Isomeric SMILES CCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H](c1ccccc1)O)CC(P(=O)(O)O)(F)F
InChI InChI=1S/C26H44F2NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-24(30)29-23(21-26(27,28)35(32,33)34)25(31)22-18-15-14-16-19-22/h14-16,18-19,23,25,31H,2-13,17,20-21H2,1H3,(H,29,30)(H2,32,33,34)/t23-,25+/m0/s1
InChI Key KQPGDBVGEXAZAW-UKILVPOCSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(3S,4R)-1,1-difluoro-3-(hexadecanoylamino)-4-hydroxy-4-phenylbutyl]phosphonic acid
Database Links Click here for help
ChEMBL Ligand CHEMBL310981
GtoPdb PubChem SID 252827504
PubChem CID 44315263
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