2-amino-N-[(2S)-4-($l^{5},-diazynylidene)-3-oxo-1-phenylbutan-2-yl]acetamide

• ChemBase ID: 106498
• Molecular Formular: C12H14N4O2
• Molecular Mass: 246.26516
• Monoisotopic Mass: 246.11167571
• SMILES: NCC(=O)N[C@@H](Cc1ccccc1)C(=O)C=[N+]=[N-]
• Canonical SMILES: NCC(=O)N[C@H](C(=O)C=[N+]=[N-])Cc1ccccc1
• InChI: InChI=1S/C12H14N4O2/c13-7-12(18)16-10(11(17)8-15-14)6-9-4-2-1-3-5-9/h1-5,8,10H,6-7,13H2,(H,16,18)/t10-/m0/s1
• InChIKey: CBOIZHHBFFTMCQ-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-N-[(2S)-4-($l^{5},-diazynylidene)-3-oxo-1-phenylbutan-2-yl]acetamide
• IUPAC Traditional name: 2-amino-N-[(2S)-4-($l^{5},-diazynylidene)-3-oxo-1-phenylbutan-2-yl]acetamide
• Synonyms: Gly-Phe-DMK; G-F-DMK; Gly-Phe-Diazomethylketone

Database IDs

• PubChem SID: 162105707
• PubChem CID: 44584933

CALCULATED PROPERTIES

• Acid pKa: 9.009661
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.0500889
• LogD (pH = 7.4): -1.066611
• Log P: -1.0941806
• Molar Refractivity: 65.0272 cm^3
• Polarizability: 25.48816 Å^3
• Polar Surface Area: 89.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03DK006

An inhibitor for Cathepsin C.

REFERENCES

• McGuire, J.M. et al., J. Biol. Chem., 268(4):2458 (1993).