(2R)-N-[(1E,3R)-1-(benzenesulfonyl)hex-1-en-3-yl]-2-{[(E)-4-(morpholin-4-yl)piperidine-1-carbonyl]amino}-3-phenylpropanamide

• ChemBase ID: 1994
• Molecular Formular: C31H42N4O5S
• Molecular Mass: 582.75398
• Monoisotopic Mass: 582.28759146
• SMILES: CCC[C@@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)N1CCC(CC1)N1CCOCC1)/C=C/S(=O)(=O)c1ccccc1
• Canonical SMILES: CCC[C@@H](NC(=O)[C@@H](Cc1ccccc1)NC(=O)N1CCC(CC1)N1CCOCC1)/C=C/S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C31H42N4O5S/c1-2-9-26(16-23-41(38,39)28-12-7-4-8-13-28)32-30(36)29(24-25-10-5-3-6-11-25)33-31(37)35-17-14-27(15-18-35)34-19-21-40-22-20-34/h3-8,10-13,16,23,26-27,29H,2,9,14-15,17-22,24H2,1H3,(H,32,36)(H,33,37)/b23-16+/t26-,29-/m1/s1
• InChIKey: OFBHNKJTHNHXQT-OIWPGSPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[(1E,3R)-1-(benzenesulfonyl)hex-1-en-3-yl]-2-{[(E)-4-(morpholin-4-yl)piperidine-1-carbonyl]amino}-3-phenylpropanamide
• IUPAC Traditional name: (2R)-N-[(1E,3R)-1-(benzenesulfonyl)hex-1-en-3-yl]-2-[(E)-4-(morpholin-4-yl)piperidine-1-carbonylamino]-3-phenylpropanamide
• Synonyms: 4-Morpholin-4-Yl-Piperidine-1-Carboxylic Acid [1-(3-Benzenesulfonyl-1-Propyl-Allylcarbamoyl)-2-Phenylethyl]-Amide

Database IDs

• PubChem SID: 46504921; 160965449
• PubChem CID: 46936331

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.908455
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.9109785
• LogD (pH = 7.4): 2.4968238
• Log P: 2.7893167
• Molar Refractivity: 160.6036 cm^3
• Polarizability: 63.129257 Å^3
• Polar Surface Area: 108.05 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 2.73
• LOG S: -4.57
• Solubility (Water): 1.58e-02 g/l

DETAILS

DrugBank - DB02243

Drug information: experimental