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}-4-methylpentanoic acid

• ChemBase ID: 103770
• Molecular Formular: C41H63N11O10
• Molecular Mass: 870.00662
• Monoisotopic Mass: 869.47593727
• SMILES: CC(C)CC(NC(=O)C1CCCN1C(=O)C(CO)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(N)CCCNC(=N)N)C(=O)O
• Canonical SMILES: OCC(C(=O)N1CCCC1C(=O)NC(C(=O)O)CC(C)C)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C41H63N11O10/c1-24(2)20-28(40(61)62)48-36(57)31-14-8-17-50(31)38(59)29(23-53)49-34(55)27(21-25-10-4-3-5-11-25)47-33(54)22-46-35(56)30-13-7-18-51(30)39(60)32-15-9-19-52(32)37(58)26(42)12-6-16-45-41(43)44/h3-5,10-11,24,26-32,53H,6-9,12-23,42H2,1-2H3,(H,46,56)(H,47,54)(H,48,57)(H,49,55)(H,61,62)(H4,43,44,45)
• InChIKey: BGAPYBBQGHUQNM-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}-4-methylpentanoic 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}-4-methylpentanoic acid
• Synonyms: Arg-Pro-Pro-Gly-Phe-Ser-Pro-Leu; [Des-Arg^9,Leu^8]-BRADYKININ

Database IDs

• CAS Number: 64695-06-3
• PubChem SID: 162103279
• PubChem CID: 14345133

CALCULATED PROPERTIES

• Acid pKa: 3.4868155
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -6.977843
• LogD (pH = 7.4): -5.29559
• Log P: -4.7920766
• Molar Refractivity: 233.4146 cm^3
• Polarizability: 86.95525 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

DETAILS

MP Biomedicals - 02152793

Bradykinin specific inhibitor

REFERENCES

• Regoli, D., et al., Can. J. Physiol. Pharmac., 55: 855, (1977).