1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperidine-4-carboxamide

• ChemBase ID: 130404
• Molecular Formular: C21H24ClN3OS
• Molecular Mass: 401.95276
• Monoisotopic Mass: 401.13286108
• SMILES: c1ccc2c(c1)N(CCCN1CCC(CC1)C(=O)N)c1cc(ccc1S2)Cl
• Canonical SMILES: Clc1ccc2c(c1)N(CCCN1CCC(CC1)C(=O)N)c1c(S2)cccc1
• InChI: InChI=1S/C21H24ClN3OS/c22-16-6-7-20-18(14-16)25(17-4-1-2-5-19(17)27-20)11-3-10-24-12-8-15(9-13-24)21(23)26/h1-2,4-7,14-15H,3,8-13H2,(H2,23,26)
• InChIKey: OSJJYEUEJRVVOD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperidine-4-carboxamide
• IUPAC Traditional name: pipamazine
• Synonyms: Pipamazine

Database IDs

• CAS Number: 84-04-8
• PubChem SID: 162224683
• PubChem CID: 6761
• CHEMBL: 1909072
• Chemspider ID: 6503
• KEGG ID: D02606
• Unique Ingredient Identifier: 653552FH1N
• Wikipedia Title: Pipamazine

CALCULATED PROPERTIES

• Acid pKa: 16.291576
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.75710744
• LogD (pH = 7.4): 2.4542305
• Log P: 3.8011682
• Molar Refractivity: 113.9604 cm^3
• Polarizability: 43.80684 Å^3
• Polar Surface Area: 49.57 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral, intramuscular injection
• Legal Status: Withdrawn
• Pregnancy Category: Formerly used for morning sickness