4-{[(2R)-4-(morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-trifluoromethanesulfonylbenzene-1-sulfonamide

• ChemBase ID: 174831
• Molecular Formular: C21H26F3N3O5S3
• Molecular Mass: 553.6384496
• Monoisotopic Mass: 553.09866861
• SMILES: c1(cc(c(cc1)N[C@H](CCN1CCOCC1)CSc1ccccc1)S(=O)(=O)C(F)(F)F)S(=O)(=O)N
• Canonical SMILES: O=S(=O)(C(F)(F)F)c1cc(ccc1N[C@@H](CSc1ccccc1)CCN1CCOCC1)S(=O)(=O)N
• InChI: InChI=1S/C21H26F3N3O5S3/c22-21(23,24)34(28,29)20-14-18(35(25,30)31)6-7-19(20)26-16(8-9-27-10-12-32-13-11-27)15-33-17-4-2-1-3-5-17/h1-7,14,16,26H,8-13,15H2,(H2,25,30,31)/t16-/m1/s1
• InChIKey: WDHCLDUKGHLEOU-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2R)-4-(morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-trifluoromethanesulfonylbenzene-1-sulfonamide
• IUPAC Traditional name: 4-{[(2R)-4-(morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-trifluoromethanesulfonylbenzenesulfonamide
• Synonyms: 4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylsulfanyl)methyl]propyl]amino]-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide; 4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-3-trifluoromethylsulfonyl-benzenesulfonamide

Database IDs

• CAS Number: 1027345-12-5
• PubChem SID: 164230741
• PubChem CID: 25058454

CALCULATED PROPERTIES

• Acid pKa: 10.431439
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.8488514
• LogD (pH = 7.4): 3.0864792
• Log P: 3.0908973
• Molar Refractivity: 130.9236 cm^3
• Polarizability: 50.965965 Å^3
• Polar Surface Area: 118.8 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Tetrahydrofuran
• Apperance: Tan Semi-Solid

DETAILS

Toronto Research Chemicals - M725130

An intermediate in the production of anticancer drugs

REFERENCES

• Park, C., et al.: J. Med. Chem., 51, 6902 (2008)