N-methyl-4-nitro-N-[2-(5-{[(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl}-1H-indol-3-yl)ethyl]benzene-1-sulfonamide

• ChemBase ID: 175194
• Molecular Formular: C21H22N4O6S
• Molecular Mass: 458.48758
• Monoisotopic Mass: 458.12600544
• SMILES: c1cc(cc2c1[nH]cc2CCN(C)S(=O)(=O)c1ccc(cc1)[N+](=O)[O-])C[C@@H]1NC(=O)OC1
• Canonical SMILES: O=C1OC[C@@H](N1)Cc1ccc2c(c1)c(CCN(S(=O)(=O)c1ccc(cc1)[N+](=O)[O-])C)c[nH]2
• InChI: InChI=1S/C21H22N4O6S/c1-24(32(29,30)18-5-3-17(4-6-18)25(27)28)9-8-15-12-22-20-7-2-14(11-19(15)20)10-16-13-31-21(26)23-16/h2-7,11-12,16,22H,8-10,13H2,1H3,(H,23,26)/t16-/m0/s1
• InChIKey: WUEQSRCFTOJRJR-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-methyl-4-nitro-N-[2-(5-{[(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl}-1H-indol-3-yl)ethyl]benzene-1-sulfonamide
• IUPAC Traditional name: N-methyl-4-nitro-N-[2-(5-{[(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl}-1H-indol-3-yl)ethyl]benzenesulfonamide
• Synonyms: N-(4-Nitrobenzenesulfonyl) 4-[[3-[2-(Methylamino)ethyl]-1H-indol-5-yl]methyl-2-oxazolidinone; N-Methyl-4-nitro-N-[2-[5-[[(4S)-2-oxo-4-oxazolidinyl]methyl]-1H-indol-3-yl]ethyl]benzenesulfonamide; N-(4-Nitrobenzenesulfonyl) N-Desmethyl Zolmitriptan

Database IDs

• CAS Number: 1346602-02-5
• PubChem SID: 164231104
• PubChem CID: 71751045

CALCULATED PROPERTIES

• Acid pKa: 12.741765
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.8193188
• LogD (pH = 7.4): 2.8193169
• Log P: 2.8193188
• Molar Refractivity: 117.7851 cm^3
• Polarizability: 46.361523 Å^3
• Polar Surface Area: 137.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate
• Apperance: Orange Solid

DETAILS

Toronto Research Chemicals - N493590

Intermediate in the preparation of Zolmitriptan metabolite.