3-butyl-7-{4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl}-9,9-dimethyl-3,7-diazabicyclo[3.3.1]nonane-2,4,6,8-tetrone

• ChemBase ID: 130078
• Molecular Formular: C28H40N4O5
• Molecular Mass: 512.641
• Monoisotopic Mass: 512.2998704
• SMILES: O=C1N(C(=O)C2C(=O)N(C(=O)C1C2(C)C)CCCCN1CCN(c2ccccc2OC)CC1)CCCC
• Canonical SMILES: CCCCN1C(=O)C2C(=O)N(C(=O)C(C1=O)C2(C)C)CCCCN1CCN(CC1)c1ccccc1OC
• InChI: InChI=1S/C28H40N4O5/c1-5-6-14-31-24(33)22-26(35)32(27(36)23(25(31)34)28(22,2)3)15-10-9-13-29-16-18-30(19-17-29)20-11-7-8-12-21(20)37-4/h7-8,11-12,22-23H,5-6,9-10,13-19H2,1-4H3
• InChIKey: BXNRTMZZILHVNJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-butyl-7-{4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl}-9,9-dimethyl-3,7-diazabicyclo[3.3.1]nonane-2,4,6,8-tetrone
• IUPAC Traditional name: umespirone
• Synonyms: Umespirone

Database IDs

• CAS Number: 107736-98-1
• PubChem SID: 162224363
• PubChem CID: 65902
• Chemspider ID: 59311
• Unique Ingredient Identifier: FG0A3VRL5K
• Wikipedia Title: Umespirone

CALCULATED PROPERTIES

• Acid pKa: 9.251762
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 0.49166748
• LogD (pH = 7.4): 2.2398357
• Log P: 2.8603191
• Molar Refractivity: 141.4418 cm^3
• Polarizability: 54.590343 Å^3
• Polar Surface Area: 90.47 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: oral
• Half Life: Unknown but effects last much longer than other azapirones, up to 23 hours after a single dose in human clinical studies.
• Legal Status: uncontrolled