1'-methyl-5-{4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzoyl}-2,5,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] hydrochloride

• ChemBase ID: 131282
• Molecular Formular: C32H33ClN4O3
• Molecular Mass: 557.08242
• Monoisotopic Mass: 556.22411862
• SMILES: Cc1cc(ccc1c1ccc(cc1)C(=O)N1CCc2c1cc1c(c2)OCC21CCN(CC2)C)c1nc(on1)C.Cl
• Canonical SMILES: CN1CCC2(CC1)COc1c2cc2c(c1)CCN2C(=O)c1ccc(cc1)c1ccc(cc1C)c1noc(n1)C.Cl
• InChI: InChI=1S/C32H32N4O3.ClH/c1-20-16-25(30-33-21(2)39-34-30)8-9-26(20)22-4-6-23(7-5-22)31(37)36-13-10-24-17-29-27(18-28(24)36)32(19-38-29)11-14-35(3)15-12-32;/h4-9,16-18H,10-15,19H2,1-3H3;1H
• InChIKey: GKGKBZYMDILCOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1'-methyl-5-{4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzoyl}-2,5,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] hydrochloride
• IUPAC Traditional name: 1'-methyl-5-{4-[2-methyl-4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]benzoyl}-6,7-dihydro-2H-spiro[furo[2,3-f]indole-3,4'-piperidine] hydrochloride
• Synonyms: 1′-Methyl-5-[[2′-methyl-4′-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]carbonyl]-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4′-piperidine] hydrochloride; SB-224289A; SB-224289 hydrochloride

Database IDs

• CAS Number: 180084-26-8
• MDL Number: MFCD06407944
• PubChem SID: 162225560; 24278095
• PubChem CID: 11226716

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.1832244
• LogD (pH = 7.4): 3.8998542
• Log P: 5.335461
• Molar Refractivity: 163.8297 cm^3
• Polarizability: 59.3191 Å^3
• Polar Surface Area: 71.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble4.5 mg/mL; H2O: insoluble
• 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 ... HTR1B(3351)

DETAILS

Sigma Aldrich - S201

Biochem/physiol Actions
Selective 5-HT1B serotonin receptor antagonist.
Legal Information
Sold under exclusive license from SmithKline Beecham Pharmaceuticals