(4S)-4-{[(benzyloxy)carbonyl]amino}-4-{[(1S)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 106381
• Molecular Formular: C20H25N3O9
• Molecular Mass: 451.4272
• Monoisotopic Mass: 451.1590794
• SMILES: C[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(=O)O)C=O
• Canonical SMILES: O=C[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)CCC(=O)O)C)CC(=O)O
• InChI: InChI=1S/C20H25N3O9/c1-12(18(29)22-14(10-24)9-17(27)28)21-19(30)15(7-8-16(25)26)23-20(31)32-11-13-5-3-2-4-6-13/h2-6,10,12,14-15H,7-9,11H2,1H3,(H,21,30)(H,22,29)(H,23,31)(H,25,26)(H,27,28)/t12-,14-,15-/m0/s1
• InChIKey: ZRSABGUYSSAMHQ-QEJZJMRPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(benzyloxy)carbonyl]amino}-4-{[(1S)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-{[(benzyloxy)carbonyl]amino}-4-{[(1S)-1-{[(2S)-1-carboxy-3-oxopropan-2-yl]carbamoyl}ethyl]carbamoyl}butanoic acid
• Synonyms: Z-Glu-Ala-Asp-CHO; Z-EAD-CHO; Z-Glu-Ala-Asp-Aldehyde

Database IDs

• PubChem SID: 162105493
• PubChem CID: 25108593

CALCULATED PROPERTIES

• Acid pKa: 3.6159892
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -3.8205807
• LogD (pH = 7.4): -7.0515637
• Log P: -0.6427173
• Molar Refractivity: 106.6725 cm^3
• Polarizability: 41.815807 Å^3
• Polar Surface Area: 188.2 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true