1-[3-(2-methanesulfonyl-10H-phenothiazin-10-yl)propyl]piperidine-4-carboxylic acid

• ChemBase ID: 174583
• Molecular Formular: C22H26N2O4S2
• Molecular Mass: 446.58284
• Monoisotopic Mass: 446.13339932
• SMILES: c1(ccc2c(c1)N(c1c(S2)cccc1)CCCN1CCC(CC1)C(=O)O)S(=O)(=O)C
• Canonical SMILES: OC(=O)C1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)S(=O)(=O)C
• InChI: InChI=1S/C22H26N2O4S2/c1-30(27,28)17-7-8-21-19(15-17)24(18-5-2-3-6-20(18)29-21)12-4-11-23-13-9-16(10-14-23)22(25)26/h2-3,5-8,15-16H,4,9-14H2,1H3,(H,25,26)
• InChIKey: PWQSSAWBTAKELO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(2-methanesulfonyl-10H-phenothiazin-10-yl)propyl]piperidine-4-carboxylic acid
• IUPAC Traditional name: 1-[3-(2-methanesulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxylic acid
• Synonyms: 1-[3-[2-(Methylsulfonyl)-10H-phenothiazin-10-yl]propyl]-4-piperidinecarboxylic Acid; 1-[3-[2-(Methylsulfonyl)phenothiazin-10-yl]propyl]isonipecotic Acid; Metopimazine Acid

Database IDs

• CAS Number: 18182-00-8
• PubChem SID: 164230493
• PubChem CID: 46782362

CALCULATED PROPERTIES

• Acid pKa: 3.8684185
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.1738271
• LogD (pH = 7.4): -0.009799029
• Log P: 0.17244747
• Molar Refractivity: 121.337 cm^3
• Polarizability: 47.236782 Å^3
• Polar Surface Area: 77.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M338765

The acid metabolite of Metopimazine.

REFERENCES

• Gaillot, J., et al.: Biopharm. Pharmacokinet., 3, 377 (1987)