methyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethyl})amine

• ChemBase ID: 174726
• Molecular Formular: C14H17N5
• Molecular Mass: 255.31828
• Monoisotopic Mass: 255.14839557
• SMILES: c1cc(cc2c1[nH]cc2CCNC)Cn1cncn1
• Canonical SMILES: CNCCc1c[nH]c2c1cc(cc2)Cn1cncn1
• InChI: InChI=1S/C14H17N5/c1-15-5-4-12-7-17-14-3-2-11(6-13(12)14)8-19-10-16-9-18-19/h2-3,6-7,9-10,15,17H,4-5,8H2,1H3
• InChIKey: HTVLSIBBGWEXCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethyl})amine
• IUPAC Traditional name: methyl({2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethyl})amine
• Synonyms: N-Methyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine; N10-Monodesmethyl Rizatriptan

Database IDs

• CAS Number: 144034-84-4
• PubChem SID: 164230636
• PubChem CID: 10149236

CALCULATED PROPERTIES

• Acid pKa: 17.23807
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.8460052
• LogD (pH = 7.4): -1.3642367
• Log P: 1.3848314
• Molar Refractivity: 87.8376 cm^3
• Polarizability: 29.80137 Å^3
• Polar Surface Area: 58.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M539500

A metabolite of Rizatriptan.

REFERENCES

• Dechant, K., et al.: Drugs, 43, 776 (1992)
• Castro, J., et al.: Bioorg. Med. Chem. Lett., 3, 993 (1992)
• Lee, Y., et al.: Biopharm. Drug Dispos., 19, 577 (1992)
• Chen, J., et al.: J. Pharm. Biomed. Anal., 35, 639 (1992)