1-{3-[2-(dimethylamino)ethyl]-1-({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1H-indol-5-yl}-N-methylmethanesulfonamide

• ChemBase ID: 178034
• Molecular Formular: C27H37N5O2S
• Molecular Mass: 495.67998
• Monoisotopic Mass: 495.26679645
• SMILES: c1cc(cc2c1n(cc2CCN(C)C)Cc1ccc2c(c1)c(c[nH]2)CCN(C)C)CS(=O)(=O)NC
• Canonical SMILES: CNS(=O)(=O)Cc1ccc2c(c1)c(CCN(C)C)cn2Cc1ccc2c(c1)c(CCN(C)C)c[nH]2
• InChI: InChI=1S/C27H37N5O2S/c1-28-35(33,34)19-21-7-9-27-25(15-21)23(11-13-31(4)5)18-32(27)17-20-6-8-26-24(14-20)22(16-29-26)10-12-30(2)3/h6-9,14-16,18,28-29H,10-13,17,19H2,1-5H3
• InChIKey: RFUHQZCKISNFJJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{3-[2-(dimethylamino)ethyl]-1-({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1H-indol-5-yl}-N-methylmethanesulfonamide
• IUPAC Traditional name: 1-{3-[2-(dimethylamino)ethyl]-1-({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methyl)indol-5-yl}-N-methylmethanesulfonamide
• Synonyms: 1-[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]-3-[2-(Dimethylamino)ethyl]-N-methyl-indole-5-methanesulfonamide; Sumatriptan Dimer Impurity

Database IDs

• PubChem SID: 164233944
• PubChem CID: 71752305

CALCULATED PROPERTIES

• Acid pKa: 11.2516165
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.6133604
• LogD (pH = 7.4): -1.087786
• Log P: 2.9700572
• Molar Refractivity: 145.9777 cm^3
• Polarizability: 58.75931 Å^3
• Polar Surface Area: 73.37 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S810015

A dimeric impurity of the serotonin 5HT1-receptor agonist Sumatriptan (S810000).