3-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(1-methyl-1H-indol-5-yl)-4,5-dihydro-1H-1,2,4-triazol-5-one

• ChemBase ID: 312707
• Molecular Formular: C20H20N4O3
• Molecular Mass: 364.3978
• Monoisotopic Mass: 364.15354052
• SMILES: n1[nH]c(=O)n(c1c1c(cc(c(c1)C(C)C)O)O)c1cc2ccn(c2cc1)C
• Canonical SMILES: Oc1cc(O)c(cc1c1n[nH]c(=O)n1c1ccc2c(c1)ccn2C)C(C)C
• InChI: InChI=1S/C20H20N4O3/c1-11(2)14-9-15(18(26)10-17(14)25)19-21-22-20(27)24(19)13-4-5-16-12(8-13)6-7-23(16)3/h4-11,25-26H,1-3H3,(H,22,27)
• InChIKey: RVAQIUULWULRNW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2,4-dihydroxy-5-(propan-2-yl)phenyl]-4-(1-methyl-1H-indol-5-yl)-4,5-dihydro-1H-1,2,4-triazol-5-one
• IUPAC Traditional name: 5-(2,4-dihydroxy-5-isopropylphenyl)-4-(1-methylindol-5-yl)-2H-1,2,4-triazol-3-one
• Synonyms: Ganetespib (STA-9090)

Database IDs

• CAS Number: 888216-25-9

CALCULATED PROPERTIES

• Acid pKa: 8.531925
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.135872
• LogD (pH = 7.4): 4.105611
• Log P: 4.136267
• Molar Refractivity: 102.6462 cm^3
• Polarizability: 39.52942 Å^3
• Polar Surface Area: 90.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: HSP

Product Information

• Salt Data: Free Base