(2Z)-but-2-enedioic acid; N-(1-benzylpiperidin-4-yl)-N-methyl-3-(propan-2-yloxy)pyridin-2-amine

• ChemBase ID: 133296
• Molecular Formular: C25H33N3O5
• Molecular Mass: 455.54662
• Monoisotopic Mass: 455.24202117
• SMILES: CC(C)Oc1cccnc1N(C)C1CCN(CC1)Cc1ccccc1.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CC(Oc1cccnc1N(C1CCN(CC1)Cc1ccccc1)C)C.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C21H29N3O.C4H4O4/c1-17(2)25-20-10-7-13-22-21(20)23(3)19-11-14-24(15-12-19)16-18-8-5-4-6-9-18;5-3(6)1-2-4(7)8/h4-10,13,17,19H,11-12,14-16H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: KPYPLDPMBWPEBO-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; N-(1-benzylpiperidin-4-yl)-N-methyl-3-(propan-2-yloxy)pyridin-2-amine
• IUPAC Traditional name: N-(1-benzylpiperidin-4-yl)-3-isopropoxy-N-methylpyridin-2-amine; maleic acid
• Synonyms: 1-Benzyl-4-aminomethyl-N-[(3′-isopropoxy)-2′-pyridyl]piperidine maleate salt; U-101958 maleate salt

Database IDs

• MDL Number: MFCD01529984
• PubChem SID: 162227573; 24277945
• PubChem CID: 11957730

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.3465934
• LogD (pH = 7.4): 2.572934
• Log P: 3.8250659
• Molar Refractivity: 104.3375 cm^3
• Polarizability: 40.078606 Å^3
• Polar Surface Area: 28.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble11 mg/mL; ethanol: soluble2.7 mg/mL; H2O: soluble3 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... DRD4(1815)

DETAILS

Sigma Aldrich - U115

Biochem/physiol Actions
Selective D4 dopamine receptor antagonist.