methyl (3R,4S)-3-methyl-1-(2-phenylethyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate

• ChemBase ID: 128104
• Molecular Formular: C25H32N2O3
• Molecular Mass: 408.53318
• Monoisotopic Mass: 408.24129289
• SMILES: O=C(OC)[C@]1(N(c2ccccc2)C(=O)CC)CCN(CCc2ccccc2)C[C@H]1C
• Canonical SMILES: CCC(=O)N([C@]1(CCN(C[C@H]1C)CCc1ccccc1)C(=O)OC)c1ccccc1
• InChI: InChI=1S/C25H32N2O3/c1-4-23(28)27(22-13-9-6-10-14-22)25(24(29)30-3)16-18-26(19-20(25)2)17-15-21-11-7-5-8-12-21/h5-14,20H,4,15-19H2,1-3H3/t20-,25+/m1/s1
• InChIKey: IMYHGORQCPYVBZ-NLFFAJNJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3R,4S)-3-methyl-1-(2-phenylethyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate
• IUPAC Traditional name: lofentanil
• Synonyms: Lofentanil; methyl (3''S'',4''R'')-1-(2-cyclohexylethyl)-4 -(cyclohexyl-propanoylamino)-3-methylpiperidine-4-carboxylate; Lofentanil

Database IDs

• CAS Number: 61380-40-3
• PubChem SID: 162222418
• PubChem CID: 10070040
• CHEMBL: 28198
• Chemspider ID: 8245580
• Unique Ingredient Identifier: 7H7YQ564XV
• Wikipedia Title: Lofentanil

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3782328
• LogD (pH = 7.4): 3.1458476
• Log P: 4.146847
• Molar Refractivity: 118.7924 cm^3
• Polarizability: 46.549965 Å^3
• Polar Surface Area: 49.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true