methyl 4-(N-phenylpropanamido)-1-[2-(thiophen-2-yl)ethyl]piperidine-4-carboxylate

• ChemBase ID: 178540
• Molecular Formular: C22H28N2O3S
• Molecular Mass: 400.53432
• Monoisotopic Mass: 400.18206377
• SMILES: C1CC(CCN1CCc1cccs1)(C(=O)OC)N(C(=O)CC)c1ccccc1
• Canonical SMILES: COC(=O)C1(CCN(CC1)CCc1cccs1)N(c1ccccc1)C(=O)CC
• InChI: InChI=1S/C22H28N2O3S/c1-3-20(25)24(18-8-5-4-6-9-18)22(21(26)27-2)12-15-23(16-13-22)14-11-19-10-7-17-28-19/h4-10,17H,3,11-16H2,1-2H3
• InChIKey: JBZRLYJWUZOCQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-(N-phenylpropanamido)-1-[2-(thiophen-2-yl)ethyl]piperidine-4-carboxylate
• IUPAC Traditional name: thiofentanyl
• Synonyms: 4-[(1-Oxopropyl)phenylamino]-1-[2-(2-thienyl)ethyl]-4-piperidinecarboxylic Acid Methyl Ester; R 31826; Thiofentanil

Database IDs

• CAS Number: 60771-38-2
• PubChem SID: 164234450
• PubChem CID: 173761

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.063531
• LogD (pH = 7.4): 2.8325958
• Log P: 3.5804045
• Molar Refractivity: 111.3763 cm^3
• Polarizability: 43.35208 Å^3
• Polar Surface Area: 49.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T344450

A Fentanyl analog opiate receptor agonist QSAR.Controlled Substance.

REFERENCES

• Van Bever, W.F.M., et al.: Arzneim.-Forsch., 26, 548 (1976)