N-phenyl-N-{1-[1-(thiophen-2-yl)propan-2-yl]piperidin-4-yl}propanamide

• ChemBase ID: 1269
• Molecular Formular: C21H28N2OS
• Molecular Mass: 356.52482
• Monoisotopic Mass: 356.19223453
• SMILES: s1c(CC(N2CCC(N(c3ccccc3)C(=O)CC)CC2)C)ccc1
• Canonical SMILES: CCC(=O)N(c1ccccc1)C1CCN(CC1)C(Cc1cccs1)C
• InChI: InChI=1S/C21H28N2OS/c1-3-21(24)23(18-8-5-4-6-9-18)19-11-13-22(14-12-19)17(2)16-20-10-7-15-25-20/h4-10,15,17,19H,3,11-14,16H2,1-2H3
• InChIKey: YPOXDUYRRSUFFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-phenyl-N-{1-[1-(thiophen-2-yl)propan-2-yl]piperidin-4-yl}propanamide
• IUPAC Traditional name: α-methylthiofentanyl; alphamethylthiofentanyl
• Synonyms: N-[1-[1-Methyl-2-(2-thienyl)ethyl]-4-piperidinyl]-N-phenylpropanamide; α-Methylthio Fentanyl; Alpha-methylthiofentanyl

Database IDs

• CAS Number: 103963-66-2
• PubChem SID: 46508575; 160964729
• PubChem CID: 62309

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.95340174
• LogD (pH = 7.4): 2.5553217
• Log P: 4.144955
• Molar Refractivity: 104.9016 cm^3
• Polarizability: 40.74845 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.48
• LOG S: -4.28
• Solubility (Water): 1.86e-02 g/l

DETAILS

DrugBank - DB01470

Drug information: illicit; experimental

Toronto Research Chemicals - M330725

A Fentanyl analog. An opiate receptor.Controlled Substance.

REFERENCES

• van Bever, W., et al.: J. Med. Chem., 17, 1047 (1974)
• Ohta, H., et al.: J. Anal. Toxicol., 23, 280 (1974)
• Palleschi, L., et al.: J. Pharm. Biomed. Anal., 32, 329 (1974)
• Koch, D., et al.: J. Pharm. Biomed. Anal., 34, 577 (1974)