2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]-3-methylpentanamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 103775
• Molecular Formular: C52H84N18O11
• Molecular Mass: 1137.33736
• Monoisotopic Mass: 1136.6566956
• SMILES: CCC(C)C(NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)NC(=O)C(CC(C)C)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(=O)NC(CCCNC(=N)N)C(=O)O
• Canonical SMILES: CCC(C(C(=O)NC(C(=O)O)CCCNC(=N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(cc1)O)N)CC(C)C)CCCNC(=N)N)CCCNC(=N)N)C
• InChI: InChI=1S/C52H84N18O11/c1-5-30(4)42(48(79)68-37(49(80)81)16-11-23-62-52(58)59)70-45(76)36(15-10-22-61-51(56)57)66-44(75)35(14-9-21-60-50(54)55)67-46(77)38(24-29(2)3)69-47(78)39(26-31-12-7-6-8-13-31)65-41(73)28-63-40(72)27-64-43(74)34(53)25-32-17-19-33(71)20-18-32/h6-8,12-13,17-20,29-30,34-39,42,71H,5,9-11,14-16,21-28,53H2,1-4H3,(H,63,72)(H,64,74)(H,65,73)(H,66,75)(H,67,77)(H,68,79)(H,69,78)(H,70,76)(H,80,81)(H4,54,55,60)(H4,56,57,61)(H4,58,59,62)
• InChIKey: CZWWJMLXKYUVTQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]-3-methylpentanamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: 2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]-3-methylpentanamido}-5-carbamimidamidopentanoic acid
• Synonyms: Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg; DYNORPHIN A, Fragment 1-9

Database IDs

• CAS Number: 77259-54-2
• PubChem SID: 162090437
• PubChem CID: 14205222

CALCULATED PROPERTIES

• Acid pKa: 3.5668552
• H Acceptors: 21
• H Donor: 20
• LogD (pH = 5.5): -11.796928
• LogD (pH = 7.4): -10.11232
• Log P: -7.230156
• Molar Refractivity: 328.6552 cm^3
• Polarizability: 115.14514 Å^3
• Polar Surface Area: 502.05 Å^2
• Rotatable Bonds: 37
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02152801

Source/Species: Porcine

REFERENCES

• Corbett, A., et al., Nature, 299: 79 (1982).