(2S,3S)-5-(2-{[(1-chloroethoxy)carbonyl](2H3)methylamino}ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate

• ChemBase ID: 158998
• Molecular Formular: C24H27ClN2O6S
• Molecular Mass: 506.99898
• Monoisotopic Mass: 506.12783527
• SMILES: c1(ccc(cc1)[C@H]1[C@H](C(=O)N(c2c(S1)cccc2)CCN(C(=O)OC(Cl)C)C)OC(=O)C)OC
• Canonical SMILES: COc1ccc(cc1)[C@@H]1Sc2ccccc2N(C(=O)[C@@H]1OC(=O)C)CCN(C(=O)OC(Cl)C)C
• InChI: InChI=1S/C24H27ClN2O6S/c1-15(25)32-24(30)26(3)13-14-27-19-7-5-6-8-20(19)34-22(21(23(27)29)33-16(2)28)17-9-11-18(31-4)12-10-17/h5-12,15,21-22H,13-14H2,1-4H3/t15?,21-,22+/m1/s1
• InChIKey: OBZVVBABXUKRRL-LQJNRQTASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-5-(2-{[(1-chloroethoxy)carbonyl](^2H₃)methylamino}ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
• IUPAC Traditional name: (2S,3S)-5-(2-{[(1-chloroethoxy)carbonyl](^2H₃)methylamino}ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl acetate
• Synonyms: (2S,3S)-[2-[3-(Acetoxy)-3,4-dihydro-2-(4-methoxyphenyl)-4-oxo-1,5-benzothiazepin-5(2H)-yl]ethyl]methyl-d3-carbamic Acid 1-Chloroethyl Ester

Database IDs

• PubChem SID: 162253133
• PubChem CID: 71312769

CALCULATED PROPERTIES

• Acid pKa: 12.860651
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.416727
• LogD (pH = 7.4): 3.4167256
• Log P: 3.4167273
• Molar Refractivity: 129.7428 cm^3
• Polarizability: 50.78279 Å^3
• Polar Surface Area: 85.38 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A165197

Intermediate in the production of labelled Diltiazem metabolites