N-{1-[(4-iodophenyl)methyl]piperidin-4-yl}-N-methyl-3-(propan-2-yloxy)pyridin-2-amine; but-2-enedioic acid

• ChemBase ID: 153532
• Molecular Formular: C25H32IN3O5
• Molecular Mass: 581.44315
• Monoisotopic Mass: 581.13866914
• SMILES: CC(C)Oc1cccnc1N(C)C1CCN(CC1)Cc1ccc(cc1)I.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: CC(Oc1cccnc1N(C1CCN(CC1)Cc1ccc(cc1)I)C)C.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C21H28IN3O.C4H4O4/c1-16(2)26-20-5-4-12-23-21(20)24(3)19-10-13-25(14-11-19)15-17-6-8-18(22)9-7-17;5-3(6)1-2-4(7)8/h4-9,12,16,19H,10-11,13-15H2,1-3H3;1-2H,(H,5,6)(H,7,8)
• InChIKey: NIRRRTUKUHIOTQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[(4-iodophenyl)methyl]piperidin-4-yl}-N-methyl-3-(propan-2-yloxy)pyridin-2-amine; but-2-enedioic acid
• IUPAC Traditional name: N-{1-[(4-iodophenyl)methyl]piperidin-4-yl}-3-isopropoxy-N-methylpyridin-2-amine; butenedioic acid
• Synonyms: 1-[4-Iodobenzyl]-4-[[2-[3-isopropoxy]pyridyl]-methylamino]piperidine maleate salt; p-Iodo-U-101,958 maleate salt; RBI 257 maleate salt

Database IDs

• MDL Number: MFCD01321055
• PubChem SID: 162247671; 24899345
• PubChem CID: 71311672

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.830619
• LogD (pH = 7.4): 4.624586
• Log P: 4.75401
• Molar Refractivity: 117.7 cm^3
• Polarizability: 45.017597 Å^3
• Polar Surface Area: 28.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble7 mg/mL; DMSO: soluble9 mg/mL; ethanol: soluble1 mg/mL; H2O: soluble0.2 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C21H28IN3O · C4H4O4

DETAILS

Sigma Aldrich - R123

Biochem/physiol Actions
High affinity D4 dopamine receptor ligand.