N-hydroxy-4-({2-methyl-1H,2H,3H,4H,5H-pyrido[4,3-b]indol-5-yl}methyl)benzamide; trifluoroacetic acid

• ChemBase ID: 179282
• Molecular Formular: C22H22F3N3O4
• Molecular Mass: 449.4229896
• Monoisotopic Mass: 449.15624086
• SMILES: c1ccc2c(c1)n(c1c2CN(CC1)C)Cc1ccc(cc1)C(=O)NO.C(F)(F)(F)C(=O)O
• Canonical SMILES: OC(=O)C(F)(F)F.ONC(=O)c1ccc(cc1)Cn1c2ccccc2c2c1CCN(C2)C
• InChI: InChI=1S/C20H21N3O2.C2HF3O2/c1-22-11-10-19-17(13-22)16-4-2-3-5-18(16)23(19)12-14-6-8-15(9-7-14)20(24)21-25;3-2(4,5)1(6)7/h2-9,25H,10-13H2,1H3,(H,21,24);(H,6,7)
• InChIKey: AVAOVICSJJIYRZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-hydroxy-4-({2-methyl-1H,2H,3H,4H,5H-pyrido[4,3-b]indol-5-yl}methyl)benzamide; trifluoroacetic acid
• IUPAC Traditional name: N-hydroxy-4-({2-methyl-1H,3H,4H-pyrido[4,3-b]indol-5-yl}methyl)benzamide; trifluoroacetic acid
• Synonyms: N-Hydroxy-4-[(1,2,3,4-tetrahydro-2-methyl-5H-pyrido[4,3-b]indol-5-yl)methyl]benzamide 2,2,2-Trifluoroacetate; Tubastatin A Trifluoroacetate

Database IDs

• CAS Number: 1239262-52-2
• PubChem SID: 164235192
• PubChem CID: 50898504

CALCULATED PROPERTIES

• Acid pKa: 9.802132
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.58047235
• LogD (pH = 7.4): 2.2025433
• Log P: 2.5402005
• Molar Refractivity: 99.337 cm^3
• Polarizability: 38.427925 Å^3
• Polar Surface Area: 57.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T897000

Neuroprotective HDAC6 inhibitor.