N-[(1R,2R)-1-hydroxy-3-(morpholin-4-yl)-1-phenylpropan-2-yl]decanamide hydrochloride

• ChemBase ID: 155384
• Molecular Formular: C23H39ClN2O3
• Molecular Mass: 427.02036
• Monoisotopic Mass: 426.2649208
• SMILES: CCCCCCCCCC(=O)N[C@H](CN1CCOCC1)[C@@H](c1ccccc1)O.Cl
• Canonical SMILES: CCCCCCCCCC(=O)N[C@@H]([C@@H](c1ccccc1)O)CN1CCOCC1.Cl
• InChI: InChI=1S/C23H38N2O3.ClH/c1-2-3-4-5-6-7-11-14-22(26)24-21(19-25-15-17-28-18-16-25)23(27)20-12-9-8-10-13-20;/h8-10,12-13,21,23,27H,2-7,11,14-19H2,1H3,(H,24,26);1H/t21-,23-;/m1./s1
• InChIKey: HVJHJOYQTSEKPK-BLDCTAJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1R,2R)-1-hydroxy-3-(morpholin-4-yl)-1-phenylpropan-2-yl]decanamide hydrochloride
• IUPAC Traditional name: N-[(1R,2R)-1-hydroxy-3-(morpholin-4-yl)-1-phenylpropan-2-yl]decanamide hydrochloride
• Synonyms: (±)-threo-PDMP hydrochloride; PDMP hydrochloride; (±)-threo-1-Phenyl-2-decanoylamino-3-morpholino-1-propanol hydrochloride

Database IDs

• CAS Number: 80938-69-8
• MDL Number: MFCD00236490
• PubChem SID: 24278649; 162249522
• PubChem CID: 16219895

CALCULATED PROPERTIES

• Acid pKa: 13.645502
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.305753
• LogD (pH = 7.4): 3.941153
• Log P: 3.9599535
• Molar Refractivity: 113.5354 cm^3
• Polarizability: 44.949883 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C23H38N2O3·HCl

DETAILS

Sigma Aldrich - P7340

Biochem/physiol Actions
Glucosylceramide synthase inhibitor; blocks formation of glucosylceramide from ceramide.