5-(2H3)methyl-2-[(4-methyl-1H-imidazol-5-yl)methyl]-1H,2H,3H,4H,5H-pyrido[4,3-b]indol-1-one hydrochloride

• ChemBase ID: 159732
• Molecular Formular: C17H19ClN4O
• Molecular Mass: 330.81196
• Monoisotopic Mass: 330.12473893
• SMILES: c12c3c(n(c1cccc2)C)CCN(C3=O)Cc1c(nc[nH]1)C.Cl
• Canonical SMILES: O=C1N(CCc2c1c1ccccc1n2C)Cc1[nH]cnc1C.Cl
• InChI: InChI=1S/C17H18N4O.ClH/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2;/h3-6,10H,7-9H2,1-2H3,(H,18,19);1H
• InChIKey: FNYQZOVOVDSGJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(^2H₃)methyl-2-[(4-methyl-1H-imidazol-5-yl)methyl]-1H,2H,3H,4H,5H-pyrido[4,3-b]indol-1-one hydrochloride
• IUPAC Traditional name: 5-(^2H₃)methyl-2-[(5-methyl-3H-imidazol-4-yl)methyl]-3H,4H-pyrido[4,3-b]indol-1-one hydrochloride
• Synonyms: 2,3,4,5-Tetrahydro-5-(methyl-d3)-2-[(4-methyl-1H-imidazol-5-yl)methyl]-1H-pyrido[4,3-b]indol-1-one Hydrochloride; GR 68755-d3; GR 68755X-d3; Lotronex-d3; Alosetron-d3 Hydrochloride

Database IDs

• CAS Number: 1189919-71-8
• PubChem SID: 162253867
• PubChem CID: 46780129

CALCULATED PROPERTIES

• Acid pKa: 14.044975
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.22525927
• LogD (pH = 7.4): 0.93784755
• Log P: 0.9822388
• Molar Refractivity: 86.2469 cm^3
• Polarizability: 33.181503 Å^3
• Polar Surface Area: 53.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A575502

Labelled serotonin 5HT3-receptor antagonist. Used in treatment of irritable bowel syndrome.

REFERENCES

• Camilleri, M., et al.: Lancet, 355, 1035 (2000)
• Nestorov, I., et al.: Drug Metab. Dispos., 30, 276 (2000)
• Lewis, D., et al.: Drug Metab. Rev., 35, 1 (2000)
• Tang, H., et al.: J. Pharm. Sci., 95, 1783 (2000)
• Gleeson, M., et al.: J. Med. Chem., 50, 101 (