(2S)-2-acetamido-4-methyl-N-[(2S)-4,4,4-trifluoro-3-oxo-1-phenylbutan-2-yl]pentanamide

• ChemBase ID: 5746
• Molecular Formular: C18H23F3N2O3
• Molecular Mass: 372.3820296
• Monoisotopic Mass: 372.16607727
• SMILES: C(F)(F)(F)C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)C)CC(C)C
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)C(F)(F)F)Cc1ccccc1)NC(=O)C)C
• InChI: InChI=1S/C18H23F3N2O3/c1-11(2)9-15(22-12(3)24)17(26)23-14(16(25)18(19,20)21)10-13-7-5-4-6-8-13/h4-8,11,14-15H,9-10H2,1-3H3,(H,22,24)(H,23,26)/t14-,15-/m0/s1
• InChIKey: MZNXJCZDQRNGRC-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-4-methyl-N-[(2S)-4,4,4-trifluoro-3-oxo-1-phenylbutan-2-yl]pentanamide
• IUPAC Traditional name: (2S)-2-acetamido-4-methyl-N-[(2S)-4,4,4-trifluoro-3-oxo-1-phenylbutan-2-yl]pentanamide
• Synonyms: 1,1,1-TRIFLUORO-3-((N-ACETYL)-L-LEUCYLAMIDO)-4-PHENYL-BUTAN-2-ONE(N-ACETYL-L-LEUCYL-L-PHENYLALANYL TRIFLUOROMETHYL KETONE)

Database IDs

• PubChem SID: 99444590; 160969173
• PubChem CID: 3082654

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.99806
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0760057
• LogD (pH = 7.4): 3.0759099
• Log P: 3.076007
• Molar Refractivity: 90.0924 cm^3
• Polarizability: 34.236958 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.77
• LOG S: -5.03
• Solubility (Water): 3.46e-03 g/l

DETAILS

DrugBank - DB08119

Drug information: experimental