BrP-LPA   Click here for help

GtoPdb Ligand ID: 6985

Synonyms: α-bromomethylene phosphonate
Compound class: Synthetic organic
Comment: Reference [1] specifies that this compound is a racemic mixture, outlined in the paper as being comprised of stereoisomers syn- and anti- BrP-LPA (compounds 1a and 1b respectively). The configuration of the bond to the bromine atom determines and stereochemistry of the compound, and we do not specify an individual isomer here therefore this ligand entry represents the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 20
Topological polar surface area 113.87
Molecular weight 486.17
XLogP 6.67
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CCCCCCCCCCCCCCCC(=O)OCC(CC(P(=O)(O)O)Br)O
Isomeric SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](CC(P(=O)(O)O)Br)O
InChI InChI=1S/C20H40BrO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(23)27-17-18(22)16-19(21)28(24,25)26/h18-19,22H,2-17H2,1H3,(H2,24,25,26)/t18-,19?/m0/s1
InChI Key HLVKVWDSLLFMSX-OYKVQYDMSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(3S)-1-bromo-4-hexadecanoyloxy-3-hydroxybutyl]phosphonic acid
Synonyms Click here for help
α-bromomethylene phosphonate
Database Links Click here for help
CAS Registry No. 944313-05-7 (source: Scifinder)
GtoPdb PubChem SID 178103564
PubChem CID 16725999
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