2-{[1-(2-{2-[2-({1-[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]pyrrolidin-2-yl}formamido)acetamido]-3-phenylpropanamido}-3-hydroxypropanoyl)pyrrolidin-2-yl]formamido}-3-phenylpropanoic acid; acetic acid

• ChemBase ID: 103769
• Molecular Formular: C46H65N11O12
• Molecular Mass: 964.0748
• Monoisotopic Mass: 963.48141658
• SMILES: CC(=O)O.NC(CCCNC(=N)N)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)NCC(=O)NC(Cc1ccccc1)C(=O)NC(CO)C(=O)N1CCCC1C(=O)NC(Cc1ccccc1)C(=O)O
• Canonical SMILES: CC(=O)O.OCC(C(=O)N1CCCC1C(=O)NC(C(=O)O)Cc1ccccc1)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C44H61N11O10.C2H4O2/c45-29(15-7-19-48-44(46)47)40(61)55-22-10-18-35(55)42(63)54-21-8-16-33(54)38(59)49-25-36(57)50-30(23-27-11-3-1-4-12-27)37(58)52-32(26-56)41(62)53-20-9-17-34(53)39(60)51-31(43(64)65)24-28-13-5-2-6-14-28;1-2(3)4/h1-6,11-14,29-35,56H,7-10,15-26,45H2,(H,49,59)(H,50,57)(H,51,60)(H,52,58)(H,64,65)(H4,46,47,48);1H3,(H,3,4)
• InChIKey: FLNJLMIOGWOIQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(2-{2-[2-({1-[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]pyrrolidin-2-yl}formamido)acetamido]-3-phenylpropanamido}-3-hydroxypropanoyl)pyrrolidin-2-yl]formamido}-3-phenylpropanoic acid; acetic acid
• IUPAC Traditional name: 2-{[1-(2-{2-[2-({1-[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidine-2-carbonyl]pyrrolidin-2-yl}formamido)acetamido]-3-phenylpropanamido}-3-hydroxypropanoyl)pyrrolidin-2-yl]formamido}-3-phenylpropanoic acid; acetic acid
• Synonyms: Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe; [Des-Arg9]-BRADYKININ

Database IDs

• CAS Number: 15958-92-6
• PubChem SID: 162090913
• PubChem CID: 44134586

CALCULATED PROPERTIES

• Acid pKa: 3.4226813
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -6.575151
• LogD (pH = 7.4): -4.8933673
• Log P: -4.389773
• Molar Refractivity: 244.36 cm^3
• Polarizability: 90.98153 Å^3
• Polar Surface Area: 322.78 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate

DETAILS

MP Biomedicals - 02152792

Acetate Salt Biologically active bradykinin analog

REFERENCES

• Regoli, D., et al., Can. J. Physiol. Pharmac., 55: 855, (1977);
• Marceau, F., et al., Can. J. Physiol. Pharmac., 59: 131 (1981).