2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]acetic acid

• ChemBase ID: 178886
• Molecular Formular: C13H12N4O2
• Molecular Mass: 256.25998
• Monoisotopic Mass: 256.09602564
• SMILES: c1cc(cc2c1[nH]cc2CC(=O)O)Cn1cncn1
• Canonical SMILES: OC(=O)Cc1c[nH]c2c1cc(Cn1cncn1)cc2
• InChI: InChI=1S/C13H12N4O2/c18-13(19)4-10-5-15-12-2-1-9(3-11(10)12)6-17-8-14-7-16-17/h1-3,5,7-8,15H,4,6H2,(H,18,19)
• InChIKey: KACIHDPNKNLLMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]acetic acid; 2-{5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-indol-3-yl}acetic acid
• IUPAC Traditional name: [5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]acetic acid
• Synonyms: 5-(1H-1,2,4-Triazol-1-ylmethyl)-1H-indole-3-acetic Acid; Triazolomethylindole-3-acetic Acid; 2-(5-((1h-1,2,4-triazol-1-yl)methyl)-1h-indol-3-yl)acetic acid

Database IDs

• CAS Number: 177270-91-6
• PubChem SID: 164234796
• PubChem CID: 10244117

CALCULATED PROPERTIES

• Acid pKa: 3.9738314
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.3781807
• LogD (pH = 7.4): -2.0090232
• Log P: 1.0570818
• Molar Refractivity: 81.1422 cm^3
• Polarizability: 26.999016 Å^3
• Polar Surface Area: 83.8 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - T767400

A metabolite of Rizatriptan (R545000).

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)