6-amino-2-(2-{2-[2-(2-amino-3-methylbutanamido)-4-carboxybutanamido]-3-hydroxypropanamido}-3-hydroxypropanamido)hexanoic acid

• ChemBase ID: 103771
• Molecular Formular: C22H40N6O10
• Molecular Mass: 548.5872
• Monoisotopic Mass: 548.28059151
• SMILES: CC(C)C(N)C(=O)NC(CCC(=O)O)C(=O)NC(CO)C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(C)C)N)CCC(=O)O)CO)CO
• InChI: InChI=1S/C22H40N6O10/c1-11(2)17(24)21(36)25-12(6-7-16(31)32)18(33)27-15(10-30)20(35)28-14(9-29)19(34)26-13(22(37)38)5-3-4-8-23/h11-15,17,29-30H,3-10,23-24H2,1-2H3,(H,25,36)(H,26,34)(H,27,33)(H,28,35)(H,31,32)(H,37,38)
• InChIKey: ACSMGYQPHZVZKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-(2-{2-[2-(2-amino-3-methylbutanamido)-4-carboxybutanamido]-3-hydroxypropanamido}-3-hydroxypropanamido)hexanoic acid
• IUPAC Traditional name: 6-amino-2-(2-{2-[2-(2-amino-3-methylbutanamido)-4-carboxybutanamido]-3-hydroxypropanamido}-3-hydroxypropanamido)hexanoic acid
• Synonyms: Val-Glu-Ser-Ser-Lys; BRADYKININ POTENTIATING FACTOR A-VI-5

Database IDs

• CAS Number: 39194-96-2
• PubChem SID: 162090879
• PubChem CID: 44134588

CALCULATED PROPERTIES

• Acid pKa: 3.2631516
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -8.948314
• LogD (pH = 7.4): -8.995969
• Log P: -8.94263
• Molar Refractivity: 129.8725 cm^3
• Polarizability: 51.757492 Å^3
• Polar Surface Area: 283.5 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

REFERENCES

• Ufkes, J.G.N., et al., Eur. J. Pharmac., 40: 137, (1976).