(2S,3S)-5-(2-{[(tert-butoxy)carbonyl]amino}ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate

• ChemBase ID: 167235
• Molecular Formular: C25H30N2O6S
• Molecular Mass: 486.5805
• Monoisotopic Mass: 486.18245769
• SMILES: N1(C(=O)[C@@H]([C@@H](Sc2c1cccc2)c1ccc(cc1)OC)OC(=O)C)CCNC(=O)OC(C)(C)C
• Canonical SMILES: COc1ccc(cc1)[C@@H]1Sc2ccccc2N(C(=O)[C@@H]1OC(=O)C)CCNC(=O)OC(C)(C)C
• InChI: InChI=1S/C25H30N2O6S/c1-16(28)32-21-22(17-10-12-18(31-5)13-11-17)34-20-9-7-6-8-19(20)27(23(21)29)15-14-26-24(30)33-25(2,3)4/h6-13,21-22H,14-15H2,1-5H3,(H,26,30)/t21-,22+/m1/s1
• InChIKey: IMWNUUJVCLTJIT-YADHBBJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-5-(2-{[(tert-butoxy)carbonyl]amino}ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
• IUPAC Traditional name: (2S,3S)-5-{2-[(tert-butoxycarbonyl)amino]ethyl}-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl acetate
• Synonyms: (2S-cis)-3-(Acetyloxy)-5-(2-aminoethyl)-N-butoxycarbonyl-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one; N-Butoxycarbonyl (2S,3S)-N,N-Didemethyldiltiazem; N-[2-[(2S,3S)-3-(Acetyloxy)-3,4-dihydro-2-(4-methoxyphenyl)-4-oxo-1,5-benzothiazepin-5(2H)-yl]ethyl]carbamic Acid 1,1-Dimethylethyl Ester; N,N-Didesmethyl N-tert-Butoxycarbonyl Diltiazem

Database IDs

• PubChem SID: 162261368
• PubChem CID: 53391568

CALCULATED PROPERTIES

• Acid pKa: 12.852779
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.4037209
• LogD (pH = 7.4): 3.4037194
• Log P: 3.4037209
• Molar Refractivity: 129.17 cm^3
• Polarizability: 50.748074 Å^3
• Polar Surface Area: 94.17 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - D440990

A protected metabolite of Diltiazem (D460620).