2-({4-[5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl]-2,3-dihydro-1H-inden-1-yl}amino)ethan-1-ol

• ChemBase ID: 154276
• Molecular Formular: C23H27N3O4
• Molecular Mass: 409.47818
• Monoisotopic Mass: 409.20015636
• SMILES: CCOc1ccc(cc1OCC)c1nc(no1)c1cccc2c1CCC2NCCO
• Canonical SMILES: OCCNC1CCc2c1cccc2c1noc(n1)c1ccc(c(c1)OCC)OCC
• InChI: InChI=1S/C23H27N3O4/c1-3-28-20-11-8-15(14-21(20)29-4-2)23-25-22(26-30-23)18-7-5-6-17-16(18)9-10-19(17)24-12-13-27/h5-8,11,14,19,24,27H,3-4,9-10,12-13H2,1-2H3
• InChIKey: NUIKTBLZSPQGCP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({4-[5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl]-2,3-dihydro-1H-inden-1-yl}amino)ethan-1-ol
• IUPAC Traditional name: 2-({4-[5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl]-2,3-dihydro-1H-inden-1-yl}amino)ethanol
• Synonyms: 2-(4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl amino) ethanol; CYM-5442

Database IDs

• CAS Number: 1094042-01-9
• MDL Number: MFCD12912402
• PubChem SID: 162248415
• PubChem CID: 25110406

CALCULATED PROPERTIES

• Acid pKa: 15.601147
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.6334117
• LogD (pH = 7.4): 2.0058565
• Log P: 3.8526356
• Molar Refractivity: 136.7315 cm^3
• Polarizability: 45.25369 Å^3
• Polar Surface Area: 89.64 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H27N3O4

DETAILS

Sigma Aldrich - C1997

Biochem/physiol Actions
CYM-5442 is a highly-selective S1P1 (Spingosine 1-Phosphate Receptor 1) agonist that activates S1P1-dependent pathways in vitro and to levels of full efficacy in vivo through a hydrophobic pocket, separable from the orthosteric site of S1P binding that is headgroup dependent. This is a different site from those involved in the activities of other agonists such as FTY720 and SEW2871.