2-[(acetyloxy)methyl]-4-{2-chloro-4-[(3-hydroxyphenyl)sulfanyl]phenyl}-2-acetamidobutyl acetate

• ChemBase ID: 166041
• Molecular Formular: C23H26ClNO6S
• Molecular Mass: 479.97364
• Monoisotopic Mass: 479.11693624
• SMILES: c1c(c(cc(c1)Sc1cccc(c1)O)Cl)CCC(COC(=O)C)(COC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)NC(CCc1ccc(cc1Cl)Sc1cccc(c1)O)(COC(=O)C)COC(=O)C
• InChI: InChI=1S/C23H26ClNO6S/c1-15(26)25-23(13-30-16(2)27,14-31-17(3)28)10-9-18-7-8-21(12-22(18)24)32-20-6-4-5-19(29)11-20/h4-8,11-12,29H,9-10,13-14H2,1-3H3,(H,25,26)
• InChIKey: MCCYGZHNGKUFDY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(acetyloxy)methyl]-4-{2-chloro-4-[(3-hydroxyphenyl)sulfanyl]phenyl}-2-acetamidobutyl acetate
• IUPAC Traditional name: 2-[(acetyloxy)methyl]-4-{2-chloro-4-[(3-hydroxyphenyl)sulfanyl]phenyl}-2-acetamidobutyl acetate
• Synonyms: N-[1,1-Bs[(acetyloxy)methyl]-3-[2-chloro-4-[(3-hydroxyphenyl)thio]phenyl]propyl]-acetamide; Desbenzyl N-Acetyl-di-O-acetyl KRP-203

Database IDs

• CAS Number: 951238-24-7
• PubChem SID: 162260174
• PubChem CID: 16752106

CALCULATED PROPERTIES

• Acid pKa: 9.184645
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.6258125
• LogD (pH = 7.4): 3.6188734
• Log P: 3.6259022
• Molar Refractivity: 123.2484 cm^3
• Polarizability: 48.484673 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate

DETAILS

Toronto Research Chemicals - D288350

KRP-203 derivative. Intermediate in the preparation of 2-aminobutanol derivatives used in the treatment of autoimmune diseases.