1,3-dimethyl-4-phenylpiperidin-4-yl propanoate

• ChemBase ID: 1272
• Molecular Formular: C16H23NO2
• Molecular Mass: 261.35932
• Monoisotopic Mass: 261.17287898
• SMILES: O(C1(C(CN(CC1)C)C)c1ccccc1)C(=O)CC
• Canonical SMILES: CCC(=O)OC1(CCN(CC1C)C)c1ccccc1
• InChI: InChI=1S/C16H23NO2/c1-4-15(18)19-16(14-8-6-5-7-9-14)10-11-17(3)12-13(16)2/h5-9,13H,4,10-12H2,1-3H3
• InChIKey: UVAZQQHAVMNMHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dimethyl-4-phenylpiperidin-4-yl propanoate
• IUPAC Traditional name: alphaprodine
• Synonyms: Betaprodine

Database IDs

• CAS Number: 468-59-7
• PubChem SID: 160964732; 46507695
• PubChem CID: 6471

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.36877137
• LogD (pH = 7.4): 1.2693775
• Log P: 2.7774558
• Molar Refractivity: 76.4094 cm^3
• Polarizability: 30.30668 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.24
• LOG S: -2.74
• Solubility (Water): 4.75e-01 g/l

DETAILS

DrugBank - DB01473

• Drug Groups: illicit; experimental
• Description: An opioid analgesic chemically related to and with an action resembling that of meperidine, but more rapid in onset and of shorter duration. It has been used in obstetrics, as pre-operative medication, for minor surgical procedures, and for dental procedures. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1067)