[(3R)-3-amino-3-[(3-hexylphenyl)carbamoyl]propyl]phosphonic acid hydrate

• ChemBase ID: 154705
• Molecular Formular: C16H29N2O5P
• Molecular Mass: 360.385621
• Monoisotopic Mass: 360.18140867
• SMILES: CCCCCCc1cccc(c1)NC(=O)[C@@H](CCP(=O)(O)O)N.O
• Canonical SMILES: CCCCCCc1cccc(c1)NC(=O)[C@@H](CCP(=O)(O)O)N.O
• InChI: InChI=1S/C16H27N2O4P.H2O/c1-2-3-4-5-7-13-8-6-9-14(12-13)18-16(19)15(17)10-11-23(20,21)22;/h6,8-9,12,15H,2-5,7,10-11,17H2,1H3,(H,18,19)(H2,20,21,22);1H2/t15-;/m1./s1
• InChIKey: DQKSZHVSROOTFY-XFULWGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3R)-3-amino-3-[(3-hexylphenyl)carbamoyl]propyl]phosphonic acid hydrate
• IUPAC Traditional name: (3R)-3-amino-3-[(3-hexylphenyl)carbamoyl]propylphosphonic acid hydrate
• Synonyms: ML056; R-3-amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid hydrate; [(3R)-3-amino-4-[(3-hexylphenyl)amino]-4-oxobutyl]-phosphonic acid; W146 hydrate

Database IDs

• CAS Number: 909725-61-7(anhydrous)
• MDL Number: MFCD16875441
• PubChem SID: 162248843
• PubChem CID: 71311947

CALCULATED PROPERTIES

• Acid pKa: 1.7897012
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.76330346
• LogD (pH = 7.4): 0.66015303
• Log P: 0.7640849
• Molar Refractivity: 92.2704 cm^3
• Polarizability: 35.580723 Å^3
• Polar Surface Area: 112.65 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble (with 0.1% TFA)
• Apperance: off-white powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H27N2O4P · xH2O

DETAILS

Sigma Aldrich - W1020

Biochem/physiol Actions
Potent S1P(1) competitive antagonist; Ki = 10-77 nM.