tert-butyl N-[(1S)-5-acetamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}pentyl]carbamate

• ChemBase ID: 153952
• Molecular Formular: C23H28F3N3O6
• Molecular Mass: 499.4801296
• Monoisotopic Mass: 499.19302029
• SMILES: CC(=O)NCCCC[C@@H](C(=O)Nc1ccc2c(cc(=O)oc2c1)C(F)(F)F)NC(=O)OC(C)(C)C
• Canonical SMILES: CC(=O)NCCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C23H28F3N3O6/c1-13(30)27-10-6-5-7-17(29-21(33)35-22(2,3)4)20(32)28-14-8-9-15-16(23(24,25)26)12-19(31)34-18(15)11-14/h8-9,11-12,17H,5-7,10H2,1-4H3,(H,27,30)(H,28,32)(H,29,33)/t17-/m0/s1
• InChIKey: NVKNRJCOVHAZDK-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-5-acetamido-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}pentyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-5-acetamido-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}pentyl]carbamate
• Synonyms: (S)-[5-Acetylamino-1-(2-oxo-4-trifluoromethyl-2H-chromen-7-ylcarbamoyl)pentyl]carbamic acid tert-butyl ester; Cpd 3b; BATCP

Database IDs

• CAS Number: 787549-23-9
• MDL Number: MFCD08705320
• PubChem SID: 24724420; 162248091
• PubChem CID: 11249040

CALCULATED PROPERTIES

• Acid pKa: 12.445741
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.508569
• LogD (pH = 7.4): 2.508566
• Log P: 2.5085695
• Molar Refractivity: 121.1087 cm^3
• Polarizability: 45.236668 Å^3
• Polar Surface Area: 122.83 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble16 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H28F3N3O6

DETAILS

Sigma Aldrich - B4061

Biochem/physiol Actions
HDAC 6 selective substrate (over HDAC 1, Class II over Class I).