6-{4-[2-(methylsulfanyl)phenyl]piperazin-1-yl}-N-(1,2,3,4-tetrahydronaphthalen-1-yl)hexanamide hydrochloride

• ChemBase ID: 154025
• Molecular Formular: C27H38ClN3OS
• Molecular Mass: 488.12812
• Monoisotopic Mass: 487.24241153
• SMILES: CSc1ccccc1N1CCN(CC1)CCCCCC(=O)NC1CCCc2c1cccc2.Cl
• Canonical SMILES: CSc1ccccc1N1CCN(CC1)CCCCCC(=O)NC1CCCc2c1cccc2.Cl
• InChI: InChI=1S/C27H37N3OS.ClH/c1-32-26-15-7-6-14-25(26)30-20-18-29(19-21-30)17-8-2-3-16-27(31)28-24-13-9-11-22-10-4-5-12-23(22)24;/h4-7,10,12,14-15,24H,2-3,8-9,11,13,16-21H2,1H3,(H,28,31);1H
• InChIKey: DWGKCWWWKHCVDH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{4-[2-(methylsulfanyl)phenyl]piperazin-1-yl}-N-(1,2,3,4-tetrahydronaphthalen-1-yl)hexanamide hydrochloride
• IUPAC Traditional name: 6-{4-[2-(methylsulfanyl)phenyl]piperazin-1-yl}-N-(1,2,3,4-tetrahydronaphthalen-1-yl)hexanamide hydrochloride
• Synonyms: 4-[2-(Methylthio)phenyl]-N-(1,2,3,4-tetrahydro-1-naphth alenyl)-1-piperazinehexanamide hydrochloride; LP44

Database IDs

• CAS Number: 824958-12-5
• MDL Number: MFCD09971090
• PubChem SID: 162248164
• PubChem CID: 11225543

CALCULATED PROPERTIES

• Acid pKa: 15.887763
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.036476
• LogD (pH = 7.4): 4.8074718
• Log P: 5.5794206
• Molar Refractivity: 137.5499 cm^3
• Polarizability: 52.95718 Å^3
• Polar Surface Area: 35.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: ≥2 mg/mL
• Apperance: 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

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C27H38ClN3OS

DETAILS

Sigma Aldrich - L9793

Biochem/physiol Actions
LP44 is a high affinity 5-HT7 receptor agonist. Ki = 0.22 nM. LP44 displays selectivity over 5-HT1A and 5-HT2A receptors (200- and >1000-fold, respectively). LP44 induces relaxation of substance P-stimulated guinea pig ileum (EC50 = 2.56 μM).