(2S)-2-amino-N-hydroxy-4-phenylbutanamide

• ChemBase ID: 106541
• Molecular Formular: C10H14N2O2
• Molecular Mass: 194.23036
• Monoisotopic Mass: 194.1055277
• SMILES: N[C@@H](CCc1ccccc1)C(=O)NO
• Canonical SMILES: ONC(=O)[C@H](CCc1ccccc1)N
• InChI: InChI=1S/C10H14N2O2/c11-9(10(13)12-14)7-6-8-4-2-1-3-5-8/h1-5,9,14H,6-7,11H2,(H,12,13)/t9-/m0/s1
• InChIKey: AMLMQPZXMCRPLD-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-N-hydroxy-4-phenylbutanamide
• IUPAC Traditional name: (2S)-2-amino-N-hydroxy-4-phenylbutanamide
• Synonyms: HomoPhe-Hydroxamic Acid

Database IDs

• PubChem SID: 162105587
• PubChem CID: 25108705

CALCULATED PROPERTIES

• Acid pKa: 8.858725
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.5995435
• LogD (pH = 7.4): 0.058806006
• Log P: 0.35474324
• Molar Refractivity: 53.3041 cm^3
• Polarizability: 21.048267 Å^3
• Polar Surface Area: 75.35 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03MMP200

A General MMP Inhibitor. MMP-1 IC₅₀ = 7.4 nM, MMP-2 IC₅₀ = 2.3 nM, MMP-7 IC₅₀ < 100 nM, MMP-13 IC₅₀ <10 nM