2-(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-phenylpropanamido)-5-carbamimidamidopentanoic acid

• ChemBase ID: 102316
• Molecular Formular: C50H73N15O11
• Molecular Mass: 1060.20852
• Monoisotopic Mass: 1059.56139823
• SMILES: 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)NC(CCCNC(=N)N)C(=O)O
• Canonical SMILES: OCC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)O)CCCNC(=N)N)Cc1ccccc1)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C50H73N15O11/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57)
• InChIKey: QXZGBUJJYSLZLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(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-phenylpropanamido)-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: 2-(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-phenylpropanamido)-5-carbamimidamidopentanoic acid
• Synonyms: Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg; BRADYKININ

Database IDs

• CAS Number: 5979-11-3
• EC Number: 227-781-2
• PubChem SID: 162089567
• PubChem CID: 6026

CALCULATED PROPERTIES

• Acid pKa: 3.3942518
• H Acceptors: 18
• H Donor: 14
• LogD (pH = 5.5): -10.43712
• LogD (pH = 7.4): -8.7505245
• Log P: -6.4437513
• Molar Refractivity: 295.0832 cm^3
• Polarizability: 106.30012 Å^3
• Polar Surface Area: 413.78 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02101112

Lyophilized

REFERENCES

• Fox, R.H., et al., J. Physiol. (London) , 157 : 589, (1961).