2-{2-[(1-{2-[2-(2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}acetamido)-3-phenylpropanamido]-3-hydroxypropanoyl}pyrrolidin-2-yl)formamido]-3-phenylpropanamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 132045
• Molecular Formular: C45H66N14O10
• Molecular Mass: 963.09334
• Monoisotopic Mass: 962.50863438
• SMILES: c1ccc(cc1)CC(C(=O)NC(CO)C(=O)N1CCCC1C(=O)NC(Cc1ccccc1)C(=O)NC(CCCNC(=N)N)C(=O)O)NC(=O)CNC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• 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)C(CCCNC(=N)N)N
• InChI: InChI=1S/C45H66N14O10/c46-29(15-7-19-51-44(47)48)41(66)58-21-9-17-34(58)39(64)53-25-36(61)54-31(23-27-11-3-1-4-12-27)37(62)57-33(26-60)42(67)59-22-10-18-35(59)40(65)56-32(24-28-13-5-2-6-14-28)38(63)55-30(43(68)69)16-8-20-52-45(49)50/h1-6,11-14,29-35,60H,7-10,15-26,46H2,(H,53,64)(H,54,61)(H,55,63)(H,56,65)(H,57,62)(H,68,69)(H4,47,48,51)(H4,49,50,52)
• InChIKey: QFSJEDMTCFOOTJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(1-{2-[2-(2-{[1-(2-amino-5-carbamimidamidopentanoyl)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-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}acetamido)-3-phenylpropanamido]-3-hydroxypropanoyl}pyrrolidin-2-yl)formamido]-3-phenylpropanamido}-5-carbamimidamidopentanoic acid
• Synonyms: des-Pro2-Bradykinin

Database IDs

• CAS Number: 80943-05-1
• MDL Number: MFCD00076267
• PubChem SID: 24891626; 162226322
• PubChem CID: 3548615

CALCULATED PROPERTIES

• Acid pKa: 3.3942518
• H Acceptors: 17
• H Donor: 14
• LogD (pH = 5.5): -10.173267
• LogD (pH = 7.4): -8.4866705
• Log P: -6.179898
• Molar Refractivity: 270.0967 cm^3
• Polarizability: 96.58537 Å^3
• Polar Surface Area: 393.47 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: mouse ... Tac1(21333)

DETAILS

Sigma Aldrich - B2026

Amino Acid Sequence
Arg-Pro-Gly-Phe-Ser-Pro-Phe-Arg
Biochem/physiol Actions
Potentiates activity on bradykinin-induced contraction of guinea pig ileum and hypertension in rats