(2R)-N-[(1E,3R)-1-(benzenesulfonyl)-5-phenylpent-1-en-3-yl]-4-methyl-2-{[(E)-morpholine-4-carbonyl]amino}pentanamide

• ChemBase ID: 3479
• Molecular Formular: C28H37N3O5S
• Molecular Mass: 527.67548
• Monoisotopic Mass: 527.2453923
• SMILES: CC(C)C[C@@H](NC(=O)N1CCOCC1)C(=O)N[C@H](CCc1ccccc1)/C=C/S(=O)(=O)c1ccccc1
• Canonical SMILES: CC(C[C@H](C(=O)N[C@@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1)NC(=O)N1CCOCC1)C
• InChI: InChI=1S/C28H37N3O5S/c1-22(2)21-26(30-28(33)31-16-18-36-19-17-31)27(32)29-24(14-13-23-9-5-3-6-10-23)15-20-37(34,35)25-11-7-4-8-12-25/h3-12,15,20,22,24,26H,13-14,16-19,21H2,1-2H3,(H,29,32)(H,30,33)/b20-15+/t24-,26-/m1/s1
• InChIKey: YUMYYTORLYHUFW-ZUDLOMHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[(1E,3R)-1-(benzenesulfonyl)-5-phenylpent-1-en-3-yl]-4-methyl-2-{[(E)-morpholine-4-carbonyl]amino}pentanamide
• IUPAC Traditional name: (2R)-N-[(1E,3R)-1-(benzenesulfonyl)-5-phenylpent-1-en-3-yl]-4-methyl-2-[(E)-morpholine-4-carbonylamino]pentanamide
• Synonyms: Morpholine-4-Carboxylic Acid (1-(3-Benzenesulfonyl-1-Phenethylallylcarbamoyl)-3-Methylbutyl)-Amide

Database IDs

• PubChem SID: 160966918; 46506153
• PubChem CID: 23648296

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.941174
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.4940982
• LogD (pH = 7.4): 3.4940982
• Log P: 3.4940982
• Molar Refractivity: 144.3021 cm^3
• Polarizability: 56.808308 Å^3
• Polar Surface Area: 104.81 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.67
• LOG S: -5.1
• Solubility (Water): 4.18e-03 g/l

DETAILS

DrugBank - DB03837

Drug information: experimental