(2S,3S)-2-amino-3-[3-(4-methanesulfonylphenyl)-1,2,4-oxadiazol-5-yl]-1-(pyrrolidin-1-yl)butan-1-one

• ChemBase ID: 4720
• Molecular Formular: C17H22N4O4S
• Molecular Mass: 378.44598
• Monoisotopic Mass: 378.1361762
• SMILES: [C@@H](C(=O)N1CCCC1)([C@@H](c1nc(c2ccc(cc2)S(=O)(=O)C)no1)C)N
• Canonical SMILES: O=C([C@H]([C@@H](c1onc(n1)c1ccc(cc1)S(=O)(=O)C)C)N)N1CCCC1
• InChI: InChI=1S/C17H22N4O4S/c1-11(14(18)17(22)21-9-3-4-10-21)16-19-15(20-25-16)12-5-7-13(8-6-12)26(2,23)24/h5-8,11,14H,3-4,9-10,18H2,1-2H3/t11-,14-/m0/s1
• InChIKey: SQCDMTZMCHZYGO-FZMZJTMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-amino-3-[3-(4-methanesulfonylphenyl)-1,2,4-oxadiazol-5-yl]-1-(pyrrolidin-1-yl)butan-1-one
• IUPAC Traditional name: (2S,3S)-2-amino-3-[3-(4-methanesulfonylphenyl)-1,2,4-oxadiazol-5-yl]-1-(pyrrolidin-1-yl)butan-1-one
• Synonyms: (2S,3S)-3-{3-[4-(METHYLSULFONYL)PHENYL]-1,2,4-OXADIAZOL-5-YL}-1-OXO-1-PYRROLIDIN-1-YLBUTAN-2-AMINE

Database IDs

• PubChem SID: 160968152; 99443538
• PubChem CID: 23645698

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.222593
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.2206674
• LogD (pH = 7.4): 0.41486415
• Log P: 0.78478265
• Molar Refractivity: 108.1496 cm^3
• Polarizability: 38.4826 Å^3
• Polar Surface Area: 119.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.88
• LOG S: -3.15
• Solubility (Water): 2.71e-01 g/l

DETAILS

DrugBank - DB07067

Drug information: experimental