7,13-bis[(4-nitrophenyl)methyl]-1,4,10-trioxa-7,13-diazacyclopentadecane hydrate dihydrochloride

• ChemBase ID: 154614
• Molecular Formular: C24H36Cl2N4O8
• Molecular Mass: 579.47064
• Monoisotopic Mass: 578.19101949
• SMILES: c1cc(ccc1CN1CCOCCN(CCOCCOCC1)Cc1ccc(cc1)[N+](=O)[O-])[N+](=O)[O-].O.Cl.Cl
• Canonical SMILES: [O-][N+](=O)c1ccc(cc1)CN1CCOCCN(CCOCCOCC1)Cc1ccc(cc1)[N+](=O)[O-].O.Cl.Cl
• InChI: InChI=1S/C24H32N4O7.2ClH.H2O/c29-27(30)23-5-1-21(2-6-23)19-25-9-13-33-14-10-26(12-16-35-18-17-34-15-11-25)20-22-3-7-24(8-4-22)28(31)32;;;/h1-8H,9-20H2;2*1H;1H2
• InChIKey: UARRNDBWOZCTNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7,13-bis[(4-nitrophenyl)methyl]-1,4,10-trioxa-7,13-diazacyclopentadecane hydrate dihydrochloride
• IUPAC Traditional name: 7,13-bis[(4-nitrophenyl)methyl]-1,4,10-trioxa-7,13-diazacyclopentadecane hydrate dihydrochloride
• Synonyms: VU 590 dihydrochloride hydrate

Database IDs

• MDL Number: MFCD16875439
• PubChem SID: 162248752
• PubChem CID: 71311911

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 0.49183226
• LogD (pH = 7.4): 2.964494
• Log P: 3.2252772
• Molar Refractivity: 133.0433 cm^3
• Polarizability: 50.186222 Å^3
• Polar Surface Area: 125.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: deionized water: >10 mg/mL
• Apperance: solid

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥ (HPLC)
• Empirical Formula (Hill Notation): C24H32N4O7·2HCl · xH2O

DETAILS

Sigma Aldrich - V4265

Biochem/physiol Actions
VU590 inhibits ROMK at sub-micromolar affinity (294 nM) and Kir7.1 at low micromolar affinity, but it does not inhibit Kir2.1 or Kir4.1. VU590 appears to act by blocking the ion permeation pathway of the channel.