(9Z)-2-chloro-9-[3-(dimethylamino)propylidene]-9H-10λ4-thioxanthen-10-one; oxalic acid

• ChemBase ID: 164709
• Molecular Formular: C20H20ClNO5S
• Molecular Mass: 421.8945
• Monoisotopic Mass: 421.07507143
• SMILES: c1ccc2c(c1)/C(=C/CCN(C)C)/c1c(S2=O)ccc(c1)Cl.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.CN(CC/C=C\1/c2ccccc2S(=O)c2c1cc(Cl)cc2)C
• InChI: InChI=1S/C18H18ClNOS.C2H2O4/c1-20(2)11-5-7-14-15-6-3-4-8-17(15)22(21)18-10-9-13(19)12-16(14)18;3-1(4)2(5)6/h3-4,6-10,12H,5,11H2,1-2H3;(H,3,4)(H,5,6)/b14-7-
• InChIKey: RRROSNAAFDJLGC-KIUKIJHYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9Z)-2-chloro-9-[3-(dimethylamino)propylidene]-9H-10λ^4-thioxanthen-10-one; oxalic acid
• IUPAC Traditional name: (9Z)-2-chloro-9-[3-(dimethylamino)propylidene]-10λ^4-thioxanthen-10-one; oxalic acid
• Synonyms: (3Z)-3-(2-Chloro-10-oxido-9H-thioxanthen-9-ylidene)-N,N-dimethyl-1-propanamine Oxalate; (Z)-3-(2-Chloro-9H-thioxanthen-9-ylidene)-N,N-dimethyl-1-propanamine S-Oxide Oxalate; (Z)-2-Chloro-N,N-dimethylthioxanthene-Δ9,γ-propylamine 10-Oxide Oxalate; Chlorprothixene Sulfoxide Oxalate

Database IDs

• PubChem SID: 162258844
• PubChem CID: 71314844

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.4626818
• LogD (pH = 7.4): 2.0279257
• Log P: 3.6918242
• Molar Refractivity: 106.0296 cm^3
• Polarizability: 37.226063 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C424865

A major metabolite of Chlorprothixene (C424850).

REFERENCES

• Prakash, C., et al.: Drug Metab. Dispos., 25, 863 (1997)
• Aravagiri, M., et al.: J. Pharm. Biomed. Anal., 26, 301 (1997)