(4S)-4-{2-[(2S)-2-amino-3-carboxypropanamido]acetamido}-4-{[(1S)-1-carboxyethyl]carbamoyl}butanoic acid

• ChemBase ID: 154600
• Molecular Formular: C14H22N4O9
• Molecular Mass: 390.34588
• Monoisotopic Mass: 390.1386783
• SMILES: C[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)CNC(=O)[C@H](CC(=O)O)N
• Canonical SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)O)C)CCC(=O)O)CNC(=O)[C@H](CC(=O)O)N
• InChI: InChI=1S/C14H22N4O9/c1-6(14(26)27)17-13(25)8(2-3-10(20)21)18-9(19)5-16-12(24)7(15)4-11(22)23/h6-8H,2-5,15H2,1H3,(H,16,24)(H,17,25)(H,18,19)(H,20,21)(H,22,23)(H,26,27)/t6-,7-,8-/m0/s1
• InChIKey: HZHXMUPSBUKRBW-FXQIFTODSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{2-[(2S)-2-amino-3-carboxypropanamido]acetamido}-4-{[(1S)-1-carboxyethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-{2-[(2S)-2-amino-3-carboxypropanamido]acetamido}-4-{[(1S)-1-carboxyethyl]carbamoyl}butanoic acid
• Synonyms: α2β1 Integrin Recognition Sequence; L-α-Aspartylglycyl-L-α-glutamyl-L-alanine; H-Asp-Gly-Glu-Ala-OH; DGEA

Database IDs

• CAS Number: 134580-64-6
• MDL Number: MFCD00143573
• PubChem SID: 162248738
• PubChem CID: 9821757

CALCULATED PROPERTIES

• Acid pKa: 2.941443
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -9.563784
• LogD (pH = 7.4): -12.676799
• Log P: -6.307603
• Molar Refractivity: 84.7214 cm^3
• Polarizability: 33.714672 Å^3
• Polar Surface Area: 225.22 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (TLC)
• Description: non-ionic
• Empirical Formula (Hill Notation): C14H22N4O9