(2R,3R)-3-(4-hydroxyphenyl)-2-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-2,3-dihydro-1,4-benzoxathiin-6-ol

• ChemBase ID: 3393
• Molecular Formular: C27H29NO4S
• Molecular Mass: 463.58846
• Monoisotopic Mass: 463.18172941
• SMILES: Oc1ccc(cc1)[C@H]1Sc2cc(O)ccc2O[C@@H]1c1ccc(OCCN2CCCCC2)cc1
• Canonical SMILES: Oc1ccc(cc1)[C@H]1Sc2cc(O)ccc2O[C@@H]1c1ccc(cc1)OCCN1CCCCC1
• InChI: InChI=1S/C27H29NO4S/c29-21-8-4-20(5-9-21)27-26(32-24-13-10-22(30)18-25(24)33-27)19-6-11-23(12-7-19)31-17-16-28-14-2-1-3-15-28/h4-13,18,26-27,29-30H,1-3,14-17H2/t26-,27-/m1/s1
• InChIKey: TWZNCTCQAGRUGQ-KAYWLYCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-3-(4-hydroxyphenyl)-2-{4-[2-(piperidin-1-yl)ethoxy]phenyl}-2,3-dihydro-1,4-benzoxathiin-6-ol
• IUPAC Traditional name: @compound 4-D
• Synonyms: Compound 4-D

Database IDs

• PubChem SID: 46506967; 160966834
• PubChem CID: 46936779

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.454757
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.5481935
• LogD (pH = 7.4): 4.205167
• Log P: 5.2694077
• Molar Refractivity: 132.6382 cm^3
• Polarizability: 51.765297 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.66
• LOG S: -5.46
• Solubility (Water): 1.62e-03 g/l

DETAILS

DrugBank - DB03742

Drug information: experimental