N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]-9H-thioxanthene-2-sulfonamide

• ChemBase ID: 130429
• Molecular Formular: C23H29N3O2S2
• Molecular Mass: 443.62526
• Monoisotopic Mass: 443.17011918
• SMILES: O=S(=O)(N(C)C)c1cc2/C(=C/CCN3CCN(C)CC3)/c3c(Sc2cc1)cccc3
• Canonical SMILES: CN1CCN(CC1)CC/C=C/1\c2ccccc2Sc2c1cc(cc2)S(=O)(=O)N(C)C
• InChI: InChI=1S/C23H29N3O2S2/c1-24(2)30(27,28)18-10-11-23-21(17-18)19(20-7-4-5-9-22(20)29-23)8-6-12-26-15-13-25(3)14-16-26/h4-5,7-11,17H,6,12-16H2,1-3H3
• InChIKey: GFBKORZTTCHDGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]-9H-thioxanthene-2-sulfonamide
• IUPAC Traditional name: navan
• Brand Name: Navane
• Synonyms: Thiothixene

Database IDs

• CAS Number: 5591-45-7
• PubChem SID: 162224708
• PubChem CID: 941650; 941651
• ATC CODE: N05AF04
• CHEMBL: 1201
• Chemspider ID: 819430
• DrugBank ID: DB01623
• IUPHAR ligand ID: 212
• Unique Ingredient Identifier: 7318FJ13YJ
• Wikipedia Title: Thiothixene
• Medline Plus: a682867

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.4381266
• LogD (pH = 7.4): 2.17915
• Log P: 3.3624241
• Molar Refractivity: 137.8545 cm^3
• Polarizability: 49.91193 Å^3
• Polar Surface Area: 43.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Half Life: 10-20 hours
• Metabolism: Hepatic
• Legal Status: Rx-only