N-[(2S,3R)-2-[(2S)-3-methyl-1-oxobutan-2-yl]-1-[(2E)-4-(piperidin-1-yl)but-2-enoyl]pyrrolidin-3-yl]methanesulfonamide

• ChemBase ID: 3527
• Molecular Formular: C19H33N3O4S
• Molecular Mass: 399.54802
• Monoisotopic Mass: 399.21917755
• SMILES: O=C[C@@H](C(C)C)[C@H]1[C@H](NS(=O)(=O)C)CCN1C(=O)/C=C/CN1CCCCC1
• Canonical SMILES: O=C[C@H]([C@H]1[C@@H](CCN1C(=O)/C=C/CN1CCCCC1)NS(=O)(=O)C)C(C)C
• InChI: InChI=1S/C19H33N3O4S/c1-15(2)16(14-23)19-17(20-27(3,25)26)9-13-22(19)18(24)8-7-12-21-10-5-4-6-11-21/h7-8,14-17,19-20H,4-6,9-13H2,1-3H3/b8-7+/t16-,17+,19-/m0/s1
• InChIKey: BSBJWRKWANAVRQ-POTLKAILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R)-2-[(2S)-3-methyl-1-oxobutan-2-yl]-1-[(2E)-4-(piperidin-1-yl)but-2-enoyl]pyrrolidin-3-yl]methanesulfonamide
• IUPAC Traditional name: N-[(2S,3R)-2-[(2S)-3-methyl-1-oxobutan-2-yl]-1-[(2E)-4-(piperidin-1-yl)but-2-enoyl]pyrrolidin-3-yl]methanesulfonamide
• Synonyms: N-[2-(1-Formyl-2-Methyl-Propyl)-1-(4-Piperidin-1-Yl-but-2-Enoyl)-Pyrrolidin-3-Yl]-Methanesulfonamide

Database IDs

• PubChem SID: 160966966; 46506582
• PubChem CID: 6323197

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.358088
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -2.065379
• LogD (pH = 7.4): -0.33915043
• Log P: 0.19415769
• Molar Refractivity: 107.0381 cm^3
• Polarizability: 42.175644 Å^3
• Polar Surface Area: 86.79 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.65
• LOG S: -2.99
• Solubility (Water): 4.07e-01 g/l

DETAILS

DrugBank - DB03890

Drug information: experimental