(4S)-4-[(3-{2-[(2H3)methylamino]ethyl}-1H-indol-5-yl)methyl]-1,3-oxazolidin-2-one hydrochloride

• ChemBase ID: 166623
• Molecular Formular: C15H20ClN3O2
• Molecular Mass: 309.7912
• Monoisotopic Mass: 309.12440458
• SMILES: Cl.c1cc(cc2c1[nH]cc2CCNC)C[C@@H]1NC(=O)OC1
• Canonical SMILES: CNCCc1c[nH]c2c1cc(C[C@H]1COC(=O)N1)cc2.Cl
• InChI: InChI=1S/C15H19N3O2.ClH/c1-16-5-4-11-8-17-14-3-2-10(7-13(11)14)6-12-9-20-15(19)18-12;/h2-3,7-8,12,16-17H,4-6,9H2,1H3,(H,18,19);1H/t12-;/m0./s1
• InChIKey: CLBOBSSVQZRPTR-YDALLXLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(3-{2-[(^2H₃)methylamino]ethyl}-1H-indol-5-yl)methyl]-1,3-oxazolidin-2-one hydrochloride
• IUPAC Traditional name: (4S)-4-[(3-{2-[(^2H₃)methylamino]ethyl}-1H-indol-5-yl)methyl]-1,3-oxazolidin-2-one hydrochloride
• Synonyms: (4S)-4-[[3-[2-(Methyl-d3-amino)ethyl]-1H-indol-5-yl]methyl-2-oxazolidinone Hydrochloride; 183C91-d3 Hydrochloride; N-Desmethyl Zolmitriptan-d3 Hydrochloride

Database IDs

• PubChem SID: 162260756
• PubChem CID: 71315804

CALCULATED PROPERTIES

• Acid pKa: 13.122249
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -1.5705986
• LogD (pH = 7.4): -1.0843263
• Log P: 1.6598274
• Molar Refractivity: 77.1445 cm^3
• Polarizability: 31.040827 Å^3
• Polar Surface Area: 66.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 105-123°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D296768

A labelled metabolite of Zolmitriptan (Z639000).

REFERENCES

• Chen, J., et al.: J. Pharm. Biomed. Anal., 35, 639 (2004)
• Srinivasu, M., et al.: J. Pharm. Biomed. Anal., 37, 453 (2004)