2-({5-[2-({[phenyl(pyridin-3-yl)methylidene]amino}oxy)ethyl]-7,8-dihydronaphthalen-1-yl}oxy)acetic acid

• ChemBase ID: 154200
• Molecular Formular: C26H24N2O4
• Molecular Mass: 428.47976
• Monoisotopic Mass: 428.17360726
• SMILES: c1ccc(cc1)/C(=N/OCCC1=CCCc2c1cccc2OCC(=O)O)/c1cccnc1
• Canonical SMILES: OC(=O)COc1cccc2c1CCC=C2CCO/N=C(\c1cccnc1)/c1ccccc1
• InChI: InChI=1S/C26H24N2O4/c29-25(30)18-31-24-13-5-11-22-19(9-4-12-23(22)24)14-16-32-28-26(20-7-2-1-3-8-20)21-10-6-15-27-17-21/h1-3,5-11,13,15,17H,4,12,14,16,18H2,(H,29,30)
• InChIKey: WBBLIRPKRKYMTD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({5-[2-({[phenyl(pyridin-3-yl)methylidene]amino}oxy)ethyl]-7,8-dihydronaphthalen-1-yl}oxy)acetic acid
• IUPAC Traditional name: ({5-[2-({[phenyl(pyridin-3-yl)methylidene]amino}oxy)ethyl]-7,8-dihydronaphthalen-1-yl}oxy)acetic acid
• Synonyms: 7,8-Dihydro-5-[(E)-[[α-(3-pyridyl)benzylidene]aminooxy]ethyl]-1-naphthyloxy]acetic acid; ONO-1301

Database IDs

• CAS Number: 176391-41-6
• MDL Number: MFCD00936504
• PubChem SID: 24724561; 162248339
• PubChem CID: 6324632

CALCULATED PROPERTIES

• Acid pKa: 3.6958506
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.2320204
• LogD (pH = 7.4): 1.6605141
• Log P: 4.168582
• Molar Refractivity: 122.5356 cm^3
• Polarizability: 46.793594 Å^3
• Polar Surface Area: 81.01 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble18 mg/mL
• Apperance: white
• Melting Point: 147-158 °C(lit.)

Safety Information

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

Pharmacology Properties

• Gene Information: human ... PTGIR(5739), TBXA2R(6915)

Product Information

• Purity: ≥98% (HPLC)
• Compostion: Mixture of E and Z isomers
• Empirical Formula (Hill Notation): C26H24N2O4

DETAILS

Sigma Aldrich - O2264

Biochem/physiol Actions
Non-prostanoid prostacyclin mimetic; IP receptor agonist with weak EP3 agonist activity.