N-({3-[(2S)-3-{[2-(4-benzenesulfonamidophenyl)ethyl]amino}-2-hydroxypropoxy]phenyl}methyl)acetamide hydrate

• ChemBase ID: 155032
• Molecular Formular: C26H33N3O6S
• Molecular Mass: 515.62172
• Monoisotopic Mass: 515.20900679
• SMILES: CC(=O)NCc1cccc(c1)OC[C@H](CNCCc1ccc(cc1)NS(=O)(=O)c1ccccc1)O.O
• Canonical SMILES: O[C@H](COc1cccc(c1)CNC(=O)C)CNCCc1ccc(cc1)NS(=O)(=O)c1ccccc1.O
• InChI: InChI=1S/C26H31N3O5S.H2O/c1-20(30)28-17-22-6-5-7-25(16-22)34-19-24(31)18-27-15-14-21-10-12-23(13-11-21)29-35(32,33)26-8-3-2-4-9-26;/h2-13,16,24,27,29,31H,14-15,17-19H2,1H3,(H,28,30);1H2/t24-;/m0./s1
• InChIKey: TYFJHLUOBDKUID-JIDHJSLPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-({3-[(2S)-3-{[2-(4-benzenesulfonamidophenyl)ethyl]amino}-2-hydroxypropoxy]phenyl}methyl)acetamide hydrate
• IUPAC Traditional name: N-({3-[(2S)-3-{[2-(4-benzenesulfonamidophenyl)ethyl]amino}-2-hydroxypropoxy]phenyl}methyl)acetamide hydrate
• Synonyms: N-(3-{3-[2-(4-Benzenesulfonylamino-phenyl)-ethylamino]-(2S)-2-hydroxy-propoxy}-benzyl)-acetamide hydrate; Acetamide, N-[[3-[(2S)-2-hydroxy-3-[[2-[4-[(phenylsulfonyl)amino]phenyl]ethyl]amino]propoxy]phenyl]methyl] hydrate; L 748337 hydrate

Database IDs

• MDL Number: MFCD20134197
• PubChem SID: 162249170
• PubChem CID: 71312062

CALCULATED PROPERTIES

• Acid pKa: 7.985493
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.7508519
• LogD (pH = 7.4): 0.67035323
• Log P: 1.3101523
• Molar Refractivity: 135.3251 cm^3
• Polarizability: 53.466965 Å^3
• Polar Surface Area: 116.76 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >12 mg/mL
• Apperance: powder
• Optical Rotation: [α]/D +4.0 to +8.0°, c = 4 in DMSO

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H31N3O5S · xH2O

DETAILS

Sigma Aldrich - L7045

Biochem/physiol Actions
L 748337 is a selective, competitive beta 3 adrenergic receptor antagonist, that binds to the receptor with an affinity of 04 nM. The affinities for beta-1 and beta-2 receptors are 154 and 204 nM, respectively. The compound potently inhibits agonist-stimulated lipolysis in adipocytes, as well as agonist induced relaxation of smooth muscle.