(2S,3S)-3-{[(1S)-3-methyl-1-[(3-methylbutyl)carbamoyl]butyl]carbamoyl}oxirane-2-carboxylic acid

• ChemBase ID: 313205
• Molecular Formular: C15H26N2O5
• Molecular Mass: 314.37734
• Monoisotopic Mass: 314.18417194
• SMILES: [C@H]1([C@H](O1)C(=O)O)C(=O)N[C@H](C(=O)NCCC(C)C)CC(C)C
• Canonical SMILES: CC(C[C@@H](C(=O)NCCC(C)C)NC(=O)[C@H]1O[C@@H]1C(=O)O)C
• InChI: InChI=1S/C15H26N2O5/c1-8(2)5-6-16-13(18)10(7-9(3)4)17-14(19)11-12(22-11)15(20)21/h8-12H,5-7H2,1-4H3,(H,16,18)(H,17,19)(H,20,21)/t10-,11-,12-/m0/s1
• InChIKey: SCMSYZJDIQPSDI-SRVKXCTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-{[(1S)-3-methyl-1-[(3-methylbutyl)carbamoyl]butyl]carbamoyl}oxirane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S)-3-{[(1S)-3-methyl-1-[(3-methylbutyl)carbamoyl]butyl]carbamoyl}oxirane-2-carboxylic acid
• Synonyms: NSC 694279; EP 475; Loxistatin Acid (E-64C)

Database IDs

• CAS Number: 76684-89-4

CALCULATED PROPERTIES

• Acid pKa: 3.6650343
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.75443596
• LogD (pH = 7.4): -2.241081
• Log P: 1.0781465
• Molar Refractivity: 78.8154 cm^3
• Polarizability: 31.35393 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Cysteine Protease

Product Information

• Salt Data: Free Base