10-{3-[bis(2H3)methylamino]propyl}-10H-phenothiazin-2-ol

• ChemBase ID: 171172
• Molecular Formular: C17H20N2OS
• Molecular Mass: 300.4185
• Monoisotopic Mass: 300.12963427
• SMILES: c1ccc2c(c1)Sc1c(N2CCCN(C)C)cc(cc1)O
• Canonical SMILES: CN(CCCN1c2ccccc2Sc2c1cc(O)cc2)C
• InChI: InChI=1S/C17H20N2OS/c1-18(2)10-5-11-19-14-6-3-4-7-16(14)21-17-9-8-13(20)12-15(17)19/h3-4,6-9,12,20H,5,10-11H2,1-2H3
• InChIKey: YMVFQWULFRMLRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-{3-[bis(^2H₃)methylamino]propyl}-10H-phenothiazin-2-ol
• IUPAC Traditional name: 10-{3-[bis(^2H₃)methylamino]propyl}phenothiazin-2-ol
• Synonyms: 10-[3-(Dimethylamino-d6)propyl]-10H-phenothiazin-2-ol; 2-Hydroxy Promazine-d6

Database IDs

• PubChem SID: 164227082
• PubChem CID: 57369155

CALCULATED PROPERTIES

• Acid pKa: 9.6097555
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.34394482
• LogD (pH = 7.4): 1.8375514
• Log P: 3.081797
• Molar Refractivity: 90.9324 cm^3
• Polarizability: 34.719933 Å^3
• Polar Surface Area: 26.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952422

A labelled metabolite of Promazine (P756300).

REFERENCES

• Bayer, P., et al.: J. Mol. Biol., 247, 529 (1995)
• Hajduk, P., et al.: J. Med. Chem., 43, 4781 (1995)
• Lind, K., et al.: Chem. Biol., 9, 185 (1995)
• Renner, S., et al.: ChemBioChem., 6, 1119 (1995)