1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)propan-1-one

• ChemBase ID: 910
• Molecular Formular: C24H31N3O2S
• Molecular Mass: 425.58684
• Monoisotopic Mass: 425.21369825
• SMILES: S1c2c(N(CCCN3CCN(CC3)CCO)c3c1cccc3)cc(cc2)C(=O)CC
• Canonical SMILES: OCCN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)CC
• InChI: InChI=1S/C24H31N3O2S/c1-2-22(29)19-8-9-24-21(18-19)27(20-6-3-4-7-23(20)30-24)11-5-10-25-12-14-26(15-13-25)16-17-28/h3-4,6-9,18,28H,2,5,10-17H2,1H3
• InChIKey: XZSMZRXAEFNJCU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(10-{3-[4-(2-hydroxyethyl)piperazin-1-yl]propyl}-10H-phenothiazin-2-yl)propan-1-one
• IUPAC Traditional name: carphenazine
• Brand Name: Procethazine; Proketazin; Proketazine
• Synonyms: Carfenazine; Carphenazin; Carphenazine; Proketazine

Database IDs

• CAS Number: 2622-30-2
• PubChem SID: 160964373
• PubChem CID: 18104
• CHEMBL: 1201328
• Chemspider ID: 17100
• DrugBank ID: DB01038
• Unique Ingredient Identifier: CLY16Y8Z7E
• Wikipedia Title: Carphenazine

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.556013
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.8263355
• LogD (pH = 7.4): 2.595799
• Log P: 3.3461566
• Molar Refractivity: 126.3236 cm^3
• Polarizability: 48.468433 Å^3
• Polar Surface Area: 47.02 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.26
• LOG S: -4.06
• Solubility (Water): 3.66e-02 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.3

Pharmacology Properties

• US Licence: Proketazine

DETAILS

DrugBank - DB01038

• Drug Groups: approved
• Description: Carphenazine is an antipsychotic drug, used in hospitalized patients in the management of chronic schizophrenic psychoses.
• Indication: Used in the treatment of acute or chronic schizophrenic reactions in hospitalized patients.
• Pharmacology: Carphenazine is a phenothiazine antipsychotic agent with a piperazine side-chain.
• Affected Organisms: Humans and other mammals