(2S)-2-{2-[(2S)-2-amino-5-[(diaminomethylidene)amino]pentanamido]acetamido}butanedioic acid

• ChemBase ID: 125926
• Molecular Formular: C12H22N6O6
• Molecular Mass: 346.33968
• Monoisotopic Mass: 346.16008245
• SMILES: C(C[C@@H](C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)O)N)CN=C(N)N
• Canonical SMILES: O=C(N[C@H](C(=O)O)CC(=O)O)CNC(=O)[C@H](CCCN=C(N)N)N
• InChI: InChI=1S/C12H22N6O6/c13-6(2-1-3-16-12(14)15)10(22)17-5-8(19)18-7(11(23)24)4-9(20)21/h6-7H,1-5,13H2,(H,17,22)(H,18,19)(H,20,21)(H,23,24)(H4,14,15,16)/t6-,7-/m0/s1
• InChIKey: IYMAXBFPHPZYIK-BQBZGAKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(2S)-2-amino-5-[(diaminomethylidene)amino]pentanamido]acetamido}butanedioic acid
• IUPAC Traditional name: arginylglycylaspartic acid
• Synonyms: L-Arginyl-Glycyl-L-Aspartic acid; Arg-Gly-Asp; Arginylglycylaspartic acid

Database IDs

• CAS Number: 99896-85-2
• PubChem SID: 162220270
• PubChem CID: 3328704; 104802
• CHEMBL: 313763
• Chemspider ID: 2575945
• MeSH Name: arginyl-glycyl-aspartic+acid
• Wikipedia Title: Arginylglycylaspartic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.066607
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -7.72554
• LogD (pH = 7.4): -7.81464
• Log P: -7.691837
• Molar Refractivity: 79.7666 cm^3
• Polarizability: 31.13903 Å^3
• Polar Surface Area: 223.22 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Partition Coefficient: -3.016
• pKa: 2.851
• pKb: 11.146