2-{4-[(2S)-2-(3,4-dimethoxyphenyl)-2-hydroxyethyl]piperazin-1-yl}cyclohepta-2,4,6-trien-1-one

• ChemBase ID: 126594
• Molecular Formular: C21H26N2O4
• Molecular Mass: 370.44214
• Monoisotopic Mass: 370.18925732
• SMILES: O=c1cccccc1N1CCN(C[C@@H](O)c2ccc(OC)c(OC)c2)CC1
• Canonical SMILES: COc1ccc(cc1OC)[C@@H](CN1CCN(CC1)c1cccccc1=O)O
• InChI: InChI=1S/C21H26N2O4/c1-26-20-9-8-16(14-21(20)27-2)19(25)15-22-10-12-23(13-11-22)17-6-4-3-5-7-18(17)24/h3-9,14,19,25H,10-13,15H2,1-2H3/t19-/m1/s1
• InChIKey: SGEKLKJQLHJVDK-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(2S)-2-(3,4-dimethoxyphenyl)-2-hydroxyethyl]piperazin-1-yl}cyclohepta-2,4,6-trien-1-one
• IUPAC Traditional name: ciladopa
• Synonyms: Ciladopa

Database IDs

• CAS Number: 80109-27-9
• PubChem SID: 162220924
• PubChem CID: 133371
• Chemspider ID: 117659
• Unique Ingredient Identifier: D09L486R3J
• Wikipedia Title: Ciladopa

CALCULATED PROPERTIES

• Acid pKa: 14.06432
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.7205298
• LogD (pH = 7.4): 1.8218422
• Log P: 1.8918599
• Molar Refractivity: 109.3974 cm^3
• Polarizability: 40.472687 Å^3
• Polar Surface Area: 62.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Uncontrolled