(2S)-2-amino-3-({hydroxy[(2S)-2-hydroxy-3-{[(1R)-1-hydroxypentadecyl]oxy}propoxy]phosphoryl}oxy)propanoic acid

• ChemBase ID: 3756
• Molecular Formular: C21H44NO9P
• Molecular Mass: 485.549121
• Monoisotopic Mass: 485.27536862
• SMILES: CCCCCCCCCCCCCC[C@H](O)OC[C@H](O)CO[P@](=O)(O)OC[C@H](N)C(=O)O
• Canonical SMILES: CCCCCCCCCCCCCC[C@@H](OC[C@@H](CO[P@@](=O)(OC[C@@H](C(=O)O)N)O)O)O
• InChI: InChI=1S/C21H44NO9P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-20(24)29-15-18(23)16-30-32(27,28)31-17-19(22)21(25)26/h18-20,23-24H,2-17,22H2,1H3,(H,25,26)(H,27,28)/t18-,19-,20+/m0/s1
• InChIKey: RPZLJDFLPRHXGM-SLFFLAALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-({hydroxy[(2S)-2-hydroxy-3-{[(1R)-1-hydroxypentadecyl]oxy}propoxy]phosphoryl}oxy)propanoic acid
• IUPAC Traditional name: @lysophosphotidylserine
• Synonyms: Lysophosphotidylserine

Database IDs

• PubChem SID: 160967194; 46505939
• PubChem CID: 46936900

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5080082
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.7558473
• LogD (pH = 7.4): -1.0647229
• Log P: 1.9557366
• Molar Refractivity: 120.0271 cm^3
• Polarizability: 48.643467 Å^3
• Polar Surface Area: 168.77 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.47
• LOG S: -4.84
• Solubility (Water): 7.07e-03 g/l

DETAILS

DrugBank - DB04136

Drug information: experimental