sodium 5-({6-chloro-10-methyl-9,9-dioxo-9λ6-thia-10-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}amino)(3,3,4,4-2H4)pentanoate

• ChemBase ID: 178624
• Molecular Formular: C19H20ClN2NaO4S
• Molecular Mass: 430.88087
• Monoisotopic Mass: 430.07300009
• SMILES: C1(c2c(N(S(=O)(=O)c3c1ccc(c3)Cl)C)cccc2)NCCCCC(=O)[O-].[Na+]
• Canonical SMILES: [O-]C(=O)CCCCNC1c2ccccc2N(S(=O)(=O)c2c1ccc(c2)Cl)C.[Na+]
• InChI: InChI=1S/C19H21ClN2O4S.Na/c1-22-16-7-3-2-6-14(16)19(21-11-5-4-8-18(23)24)15-10-9-13(20)12-17(15)27(22,25)26;/h2-3,6-7,9-10,12,19,21H,4-5,8,11H2,1H3,(H,23,24);/q;+1/p-1
• InChIKey: GBYSEZGRQUELJJ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 5-({6-chloro-10-methyl-9,9-dioxo-9λ^6-thia-10-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}amino)(3,3,4,4-^2H₄)pentanoate
• IUPAC Traditional name: sodium 5-({6-chloro-10-methyl-9,9-dioxo-9λ^6-thia-10-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}amino)(3,3,4,4-^2H₄)pentanoate
• Synonyms: 7-[(3-Chloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepin-11-yl)amino]pentanoic Acid S,S-Dioxide-d4 Sodium Salt; Tianeptine Metabolite MC5-d4 Sodium Salt

Database IDs

• PubChem SID: 164234534
• PubChem CID: 46783085

CALCULATED PROPERTIES

• Acid pKa: 3.260695
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.6334983
• LogD (pH = 7.4): 0.5656699
• Log P: 0.6327952
• Molar Refractivity: 115.0416 cm^3
• Polarizability: 41.176994 Å^3
• Polar Surface Area: 89.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 135-137°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T436812

Labelled, primary metabolite of Tianeptine.

REFERENCES

• Dresse, A., et al.: J. Clin. Pharmacol., 28, 1115 (1988)
• Grislain, L., et al.: Drug Metab. Dispos., 18, 804 (1988)