N-{3-[(S)-cyclopropyl({4-hydroxy-2-oxo-2H,5H,6H,7H,8H,9H,10H-cycloocta[b]pyran-3-yl})methyl]phenyl}benzenesulfonamide

• ChemBase ID: 1799
• Molecular Formular: C27H29NO5S
• Molecular Mass: 479.58786
• Monoisotopic Mass: 479.17664403
• SMILES: Oc1c([C@@H](C2CC2)c2cccc(NS(=O)(=O)c3ccccc3)c2)c(=O)oc2c1CCCCCC2
• Canonical SMILES: O=c1oc2CCCCCCc2c(c1[C@H](c1cccc(c1)NS(=O)(=O)c1ccccc1)C1CC1)O
• InChI: InChI=1S/C27H29NO5S/c29-26-22-13-6-1-2-7-14-23(22)33-27(30)25(26)24(18-15-16-18)19-9-8-10-20(17-19)28-34(31,32)21-11-4-3-5-12-21/h3-5,8-12,17-18,24,28-29H,1-2,6-7,13-16H2/t24-/m0/s1
• InChIKey: GDRNWAKVNIROCG-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[(S)-cyclopropyl({4-hydroxy-2-oxo-2H,5H,6H,7H,8H,9H,10H-cycloocta[b]pyran-3-yl})methyl]phenyl}benzenesulfonamide
• IUPAC Traditional name: N-{3-[(S)-cyclopropyl({4-hydroxy-2-oxo-5H,6H,7H,8H,9H,10H-cycloocta[b]pyran-3-yl})methyl]phenyl}benzenesulfonamide
• Synonyms: N-(3-Cyclopropyl(5,6,7,8,9,10-Hexahydro-2-Oxo-2h-Cycloocta[B]Pyran-3-Yl)Methyl)Phenylbenzensulfonamide

Database IDs

• PubChem SID: 160965255; 46504807
• PubChem CID: 470374; 54687250

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.5205865
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.1619267
• LogD (pH = 7.4): 4.1733
• Log P: 5.2014146
• Molar Refractivity: 132.395 cm^3
• Polarizability: 51.526543 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.71
• LOG S: -5.44
• Solubility (Water): 1.73e-03 g/l

DETAILS

DrugBank - DB02033

Drug information: experimental