methyl 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: 178626
• Molecular Formular: C20H23ClN2O4S
• Molecular Mass: 422.92562
• Monoisotopic Mass: 422.10670591
• SMILES: C1(c2c(N(S(=O)(=O)c3c1ccc(c3)Cl)C)cccc2)NCCCCC(=O)OC
• Canonical SMILES: COC(=O)CCCCNC1c2ccccc2N(S(=O)(=O)c2c1ccc(c2)Cl)C
• InChI: InChI=1S/C20H23ClN2O4S/c1-23-17-8-4-3-7-15(17)20(22-12-6-5-9-19(24)27-2)16-11-10-14(21)13-18(16)28(23,25)26/h3-4,7-8,10-11,13,20,22H,5-6,9,12H2,1-2H3
• InChIKey: LMFWHCAIQATTKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 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: methyl 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 Methyl Ester; Tianeptine Metabolite MC5-d4 Methyl Ester

Database IDs

• CAS Number: 1216799-00-6
• PubChem SID: 164234536
• PubChem CID: 46783087

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.7375969
• LogD (pH = 7.4): 2.4716506
• Log P: 3.252095
• Molar Refractivity: 108.9736 cm^3
• Polarizability: 43.37082 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Syrup

DETAILS

Toronto Research Chemicals - T436817

An intermediate in the preparation of Tianeptine metabolites