(2S)-2-{2-[(2S)-2-amino-5-carbamimidamidopentanamido]acetamido}-6-acetamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide; trifluoroacetic acid

• ChemBase ID: 154698
• Molecular Formular: C28H39F3N8O8
• Molecular Mass: 672.6532696
• Monoisotopic Mass: 672.28429491
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)[C@H](CCCCNC(=O)C)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.O=C(N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCCNC(=O)C)CNC(=O)[C@H](CCCNC(=N)N)N
• InChI: InChI=1S/C26H38N8O6.C2HF3O2/c1-15-12-23(37)40-21-13-17(8-9-18(15)21)33-25(39)20(7-3-4-10-30-16(2)35)34-22(36)14-32-24(38)19(27)6-5-11-31-26(28)29;3-2(4,5)1(6)7/h8-9,12-13,19-20H,3-7,10-11,14,27H2,1-2H3,(H,30,35)(H,32,38)(H,33,39)(H,34,36)(H4,28,29,31);(H,6,7)/t19-,20-;/m0./s1
• InChIKey: OOYFMABGIKUMHP-FKLPMGAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(2S)-2-amino-5-carbamimidamidopentanamido]acetamido}-6-acetamido-N-(4-methyl-2-oxo-2H-chromen-7-yl)hexanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-2-{2-[(2S)-2-amino-5-carbamimidamidopentanamido]acetamido}-6-acetamido-N-(4-methyl-2-oxochromen-7-yl)hexanamide; trifluoroacetic acid
• Synonyms: N2-Acetyl-L-arginylglycyl-N3-acetyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-L-lysinamide trifluoroacetate salt; Ac-Arg-Gly-Lys(Ac)-AMC; N-Acetyl-Arg-Gly-Lys(acetyl)-7-amido-4-methylcoumarin trifluoroacetate salt

Database IDs

• PubChem SID: 162248836
• PubChem CID: 71311944

CALCULATED PROPERTIES

• Acid pKa: 12.330647
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -6.5109377
• LogD (pH = 7.4): -4.8292017
• Log P: -2.3329198
• Molar Refractivity: 158.8299 cm^3
• Polarizability: 56.463394 Å^3
• Polar Surface Area: 230.62 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H40N8O7 · xC2HF3O2

DETAILS

Sigma Aldrich - 05511

Application
Novel fluorogenic assay for histone deacetylase activity1.